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Visible-light-mediated catalyst-free synthesis of trifluoromethyl(spiro)-epoxides bearing contiguous quaternary centers

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00184B, Research Article
Jingchuan Lin, Yu Zhang, Jinxin Wang, Xinyu Han, Shenglan Zhu, Tong Li, Yanping Zhu, Wei-Dong Zhang
Herein, we describe a non-covalent complex-mediated epoxidation strategy that can yield highly selective central spiro-epoxides by irradiation with visible light without the need for catalyst addition.
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Stereoselective skeletal modification of tryptanthrins to install chiral piperidine-2-ones enabled by Brønsted acid catalysis

Org. Chem. Front., 2024, 11,2171-2177
DOI: 10.1039/D3QO02029K, Research Article
Rong Zeng, Xiang Zhang, Yuan-Yuan Lei, Zhuo-Zhuo Zhang, Min Jiang, Qing-Zhu Li, Jun-Long Li, Bo Han
An asymmetric formal [4 + 2] cyclisation between azlactones and aza-dienes derived from simple tryptanthrins has been developed. With this established protocol, yielding a series of novel piperidine-2-one-fused tryptanthrins with up to >99 : 1 er under mild conditions.
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Iron(III)/quinoxaline-derived N,N-ligand catalyzed oxygen transfer reaction of N-vinyl nitrones through selective 4π-electrocyclization and N–O bond cleavage

Org. Chem. Front., 2024, 11,2277-2282
DOI: 10.1039/D3QO01999C, Research Article
Yan-Jiao Lu, Feng-Lan Lu, Jin-Qi Zhang, Chun-Hua Chen, Cui Liang, Xiao-Pan Ma, Dong-Liang Mo
We describe an iron(III)/quinoxaline-derived N,N-ligand promoted O-transfer reaction of N-vinyl nitrones through selective O-4π-electrocyclization and N–O bond cleavage to prepare a variety of 2,5-dihydrooxazoles in good yields.
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Synthesis of benzothiophenes via sulfonium-[3,3]-rearrangement of aryl sulfoxides with allenenitriles

Org. Chem. Front., 2024, 11,2208-2214
DOI: 10.1039/D4QO00121D, Research Article
Lei Zhang, Kun Wan, Huanhuan Wang, Mengyao Wang, Ao Cui, Xin Huang, Bo Peng
A facile synthesis of benzothiophenes from readily available aryl sulfoxides and allenenitriles has been established through sulfonium-rearrangement triggered cyclization.
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Dynamic kinetic resolution of α-F-β-ketone amides (esters) via Ir/f-diaphos-catalyzed asymmetric hydrogenation

Org. Chem. Front., 2024, 11,2201-2207
DOI: 10.1039/D4QO00125G, Research Article
Pengtao Yang, Dingguo Song, Lingxin Chen, Xianghua Zhao, Yirui Chen, Feiyang Shen, Fei Ling, Weihui Zhong
Highly reactive and highly stereoselective asymmetric hydrogenation of α-F-β-ketone amides (esters) via Ir/f-diaphos-catalyzed dynamic kinetic resolution is reported.
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Synthesis of enantiopure 1,2,3-triazolylidene-type mesoionic carbene (MIC) conjugate acids featuring a rigid bicyclic scaffold

Org. Chem. Front., 2024, 11,2178-2181
DOI: 10.1039/D4QO00269E, Research Article
Vojtěch Dočekal, Mohand Melaimi, Simona Petrželová, Jan Veselý, Xiaoyu Yan, Guy Bertrand
Chiral NHCs have found numerous applications as ligands for transition metals and in their own right for asymmetric catalysis. We report a synthetic route from L-malic acid to enantiopure 1,2,3-triazoliums with the chiral center in a fused ring.
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Iridium-catalyzed reductive γ-lactonization of ortho-acylbenzoic acids in water: sustainable access to phthalides

Org. Chem. Front., 2024, 11,2220-2230
DOI: 10.1039/D3QO02019C, Research Article
Yang Chen, Jingyu Zhang, Hongguang Du, Renshi Luo, Jiaxi Xu, Zhanhui Yang
Iridium-catalyzed reductive γ-lactonization of ortho-acylbenzoic acids in water provides a practical and sustainable route to phthalides.
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Electrode-switchable: exploring this new strategy to achieve regiodivergent azidoiodination of alkenes

Org. Chem. Front., 2024, 11,2189-2194
DOI: 10.1039/D3QO01935G, Research Article
Xin-Lei Sun, Chen-Xi Xia, Yue Ren, Yu-Jin Li, Zhi-Qian Cao, Ling-Guo Meng
An “electrode-switchable” organic electrochemistry method for the azidoiodination of alkenes, where the choice of anode dictates the regiodivergent alkene azidoiodination, reveals a novel pathway for controlled regioisomers.
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Selective photochemical synthesis of primary arylamines and symmetric diarylamines via amination of aryl bromides using Ni(NH3)6Cl2 as a nitrogen source and catalyst

Org. Chem. Front., 2024, 11,2313-2318
DOI: 10.1039/D4QO00116H, Research Article
Zhehui Xu, Jianyang Dong, Geyang Song, Fuqiang Kong, Gang Li, Dong Xue
The selective synthesis of primary arylamines and diarylamines via coupling reactions with ammonia as a nitrogen source is still challenging.
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Origin of site-selectivity of hydrogen atom transfer in carbohydrate C–H alkylations via photoredox catalysis

Org. Chem. Front., 2024, 11,2269-2276
DOI: 10.1039/D4QO00073K, Research Article
Yujie Ji, Lingfei Hu, Han Gao, Yan-Bo Wu, Xiangying Lv, Gang Lu
Two major factors, i.e., C–H σ orbital energy and C–H BDE, account for the HAT site-selectivity of carbohydrates with the quinuclidine radical cation.
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A dearomatization–rearomatization strategy for construction of 4H-quinolizin-4-ones via C–H bond functionalization of pyridines

Org. Chem. Front., 2024, 11,2319-2325
DOI: 10.1039/D3QO01990J, Research Article
Dong Qiu, Yijin Su
Herein, the synthesis of 4H-quinolizin-4-ones from N-(2-methoxy-2-oxoethyl) pyridinium salts and alkenes through dearomative cycloaddition and rearomative ring expansion has been developed.
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Photoinduced alkylation of pyrazolones via β-scission of unstrained aliphatic alcohol derivatives

Org. Chem. Front., 2024, 11,2289-2296
DOI: 10.1039/D4QO00077C, Research Article
Xinxin Geng, Pan Tao, Yujun Li, Ke Zheng
An efficient radical approach was reported for the transformation of unstrained aliphatic alcohols through the β-scission of alkoxyl radicals.
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Prins cyclization of 1,3-dioxinone: synthesis of 11-epi-badkhysin

Org. Chem. Front., 2024, 11,2332-2338
DOI: 10.1039/D4QO00162A, Research Article
Xiaoliang Xu, Ping Hua, Yiren Xu, Baoqing He, Jingfeng Zhao, Liang Li, Wen Chen, Hongbin Zhang
The asymmetric synthesis of highly functional 11-epi-badkhysin has been accomplished using a structure-unit based approach.
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Palladium-catalyzed asymmetric [4 + 3] cycloaddition of acyclic α,β-unsaturated imines with trimethylenemethane donors: access to chiral non-fused azepines

Org. Chem. Front., 2024, 11,2326-2331
DOI: 10.1039/D4QO00064A, Research Article
Ting-Peng Li, Shuixiu Su, Jia-Huan Shen, Meng Zang, Yang-Zi Liu, Quannan Wang, Wei-Ping Deng
An efficient approach for the construction of non-fused azepines in good yields with high enantioselectivity via Pd-catalyzed asymmetric [4 + 3] cycloaddition was developed.
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Contributors to the Organic Chemistry Frontiers Emerging Investigator Series 2022–2023

Org. Chem. Front., 2024, 11,2149-2154
DOI: 10.1039/D4QO90025A, Profile

This profile article showcases researchers who have contributed an article to the Organic Chemistry Frontiers Emerging Investigator Series.
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Aculeatones A and B, epimeric lovastatin derivatives with a 6/6/3-tricyclic carbon skeleton from Aspergillus aculeatus and their chemical transformation

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00351A, Research Article
Fei Liu, Fengqing Wang, Qin Li, Bingbing Dai, Weiguang Sun, Jianguo Li, Chunmei Chen, Yonghui Zhang, Hucheng Zhu
Lovastatin derivatives aculeatones A–F (1–6) with lipid-lowering activity were isolated from Aspergillus aculeatus. 1 and 2 represent the first examples with a 6/6/3-tricyclic scaffold and the biomimetic formation of 1 was achieved starting from 3.
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Cr-mediated Photocatalytic Decarboxylative Coupling of alpha-Oxo Acids with Benzylic Pyridinium Salts

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00475B, Research Article
Jia Cao, Yan Liu, Zhixiang Wang, Le Liu
Herein, we report the chromium/photoredox dual catalytic synthesis of ketones using α-oxo acids with benzylic pyridinium salts. This reaction proceeded by photocatalytic generation of acyl radical from α-oxo acids and...
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Visible-light Induced [1, 3]-Brook Rearrangements of α-Ketoacylsilanes and Its Subsequent Trapping in a Tandem Annulation with 1, 3, 5-Triazinanes and Azomethine Imines

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00463A, Research Article
Zhong Zhang, Sirui Wu, Yuqiao Zhou, Bao-Lin Li, Siyue Xiao, Xiaohu Zhao, Zhipeng Yu
An unusual visible light-induced [1, 3]-Brook rearrangement of α-ketoacylsilanes for cascade cyclization with 1,3,5-triazinanes and C,N-cyclic azomethine imines has been developed under catalyst-free and mild reaction conditions. The strategy offers...
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Cobalt-catalysed Csp3–Csp3 cross-coupling of benzyl Katritzky pyridinium salts with Callyl–O electrophiles

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00402G, Research Article
Mengyu Gao, Corinne Gosmini
Different allylbenzyl derivatives are synthesized by Co-catalyzed reductive cross-coupling from functionalized benzyl Katritzky pyridinium salts and various allylic acetates, ethers or carbonates in moderate to good yields under mild conditions.
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Base- and metal-free visible-light driven site-selective α-C(sp3)–H functionalization reaction of glycine derivatives with hydroxamic acid derivatives

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00425F, Research Article
Shiyun He, Hongying Fan, Xue Zhang, Meiling Ye, Jian Chen, Jinyu Hou, Tianle Huang, Li Guo, Guanghui Lv, Yong Wu
A visible-light-mediated radical–radical cross-coupling reaction between hydroxamic acid and N-phenyl glycine derivatives under base and metal free conditions is reported. A series of unnatural amino acids and peptides were obtained in good to excellent yields with good chemo-selectivity.
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A retro-Mannich mediated transformation of Morita–Baylis–Hillman ketones to saturated imidazo[1,2-a]pyridines

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00352G, Research Article
Sachin Sharma, Ajit Kumar Jha, Srinivasan Easwar
Two fruits felled with one stone! – a proof of mechanism and a synthetic method that delivers a privileged heterocyclic motif.
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Development of a photoenzymatic one-pot hybrid system for the direct synthesis of 3,3-disubstituted indole-2-ketones from N-methyl indoles

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00371C, Research Article
Yao Yao, Yuan Yu, Ming-Liang Shi, Xin-Yue Fan, Ru-De Lin, Kun Li, Wen-Dian Li, Fei-Yan Tao, Na Wang
The effective combination of photocatalysis and enzyme catalysis has been widely utilized for the synthesis of high-value-added products.
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Efficient Synthesis of Benzophosphole Oxides by Ag-Promoted Radical Cycloisomerization

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00552J, Research Article
Open Access
Liyao Ma, Sonia Mallet-Ladeira, Julien MONOT, Blanca Maria MARTIN VACA, Didier Bourissou
Cycloisomerization reactions involving C–P bond formation have been overlooked to prepare P-heterocycles. We discovered here a simple, efficient and versatile route to benzophosphole oxides by reacting ortho-alkynyl secondary phosphine oxides...
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Regioselective Oxidative Cleavage of Conjugated Dienes to Access α,β–Unsaturated Nitriles

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D3QO02101G, Research Article
Yuqing Fu, Yijia Leng, Haotong Bai, Jiaxi Xu, Ning Chen
A highly regioselective oxidative cleavage method has been developed for the synthesis of α,β-unsaturated nitriles from unsymmetric conjugated dienes. This transformation selectively cleaved the terminal C=C double bond, providing moderate...
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Synthesis of oxindole fused 1,3-oxazepanes via hydride transfer initiated ring expansion of pyrrolidine

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00474D, Research Article
Peng He, Zongkang Wang, Qiongwen Kang, Nana Fei, Chengyu Wang, Yanzhong Li
An efficient B(C6F5)3 catalyzed protocol for the synthesis of oxindole fused 1,3-oxazepanes from pyrrolidine substituted aryl alkynones has been developed.
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Substituent-controlled divergent cyclization reactions of benzo[c][1,2]dithiol-3-ones and hexahydro-1,3,5-triazines

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00356J, Research Article
Bohao Zhang, Sifan He, Na Dong, Antong Zhu, Haojie Duan, Dunjia Wang, Yao Zhou
An unprecedented metal-free divergent cyclization reaction of benzo[c][1,2]dithiol-3-ones with hexahydro-1,3,5-triazines to assemble six- and eight-membered N-containing heterocycles has been developed.
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Catalytic Ortho C-H Methylation and Trideuteromethylation of Arylthianthrenium Salts via the Catellani Strategy

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00506F, Research Article
Chen Chen, Xiao-Xu Zhang, Zi-Yi Wang, Chunjie Ni, Bolin Zhu
We reported a Pd/NBE cooperative catalyzed ortho C−H methylation and trideuteromethylation of arylthianthrenium salts, enabling the efficient synthesis of a wide variety of (trideutero)methylated arenes in moderate to good yields....
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Halogen-Bond-Promoted Direct Cross-Coupling of Ethyl 3-bromo-3-alkyl-2,2-difluoropropanoate with Coumarins/Quinolinones

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00484A, Research Article
Guoliang Pu, Shi-Yuan Song, Jian Yang, Peng Guo, Jia Jia, Peijun Liu, Xuefei Li, Ping Liu, Chun-Yang He
Herein, we developed a practical method for the direct cross-coupling of ethyl 3-bromo-3-alkyl-2,2-difluoropropanoate with coumarins/quinolinones, leveraging a halogen bond as the pivotal non-covalent interaction. Employing this protocol, a library of...
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Palladium-catalyzed and ligand-controlled divergent cycloadditions of vinylidenecyclopropane-diesters with para-quinone methides enabled by zwitterionic π-propargyl palladium species

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00368C, Research Article
Jia-Hao Shen, Yong-Jie Long, Min Shi, Yin Wei
A palladium-catalyzed and ligand-controlled divergent synthesis of spiro-cyclohexadienones from p-quinone methides and VDCP-diesters was realized via zwitterionic π-propargyl palladium species and the mechanism was clarified by DFT calculations.
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Selective nickel-catalyzed disulfuration of alkyl halides with di/trithiosulfonates

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00411F, Research Article
Lulu Liu, Jiaqi Hou, Yingying Ma, Hongwei Wang, Yu Zhong, Fangcan Liang, Luyao Wang, Qingling Wang, Ji-Quan Liu, Wen-Hua Xu, Dianhu Zhu
Selective reductive disulfuration of alkyl halides with di/trithiosulfonate reagents was developed through ligand regulation, with key features of broad substrate scope, good tolerance and excellent selectivity to disulfides over trisulfides.
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Iridium-catalyzed asymmetric hydrogenation of 5-hydroxypicolinate pyridinium salts under batch and flow: stereodefined access to cis-configurated hydroxypiperidine esters

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00322E, Research Article
Zhi Yang, Shangxian Luan, Linxi Wan, Jingxi Chen, Xiaofang Wei, Pei Tang, Fen-Er Chen
An iridium-catalyzed asymmetric hydrogenation of 2-esteryl-5-hydroxypyridinium salts is reported, providing chiral cis-5-hydroxypiperidine-2-carboxylates in excellent yields with high levels of enantioselectivities and diastereoselectivities.
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Integrating continuous flow reaction and work-up: chiral amine resolution, separation and purification using a novel coalescing filter system

React. Chem. Eng., 2024, Accepted Manuscript
DOI: 10.1039/D4RE00442F, Paper
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Bethan May Rowley, Lisa Alice Thompson, Luke Power, James Daglish, Emma Parks, James Birbeck, Stephen P Marsden, Nikil Kapur, John Blacker
To maximize the benefits of a continuous flow reaction, a continuous work-up is also needed. Herein, we present a process design and novel equipment for a continuous amine resolution reaction,...
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A self-adsorption molecule passivated interface enables efficient and stable lithium metal batteries

Energy Environ. Sci., 2024, Advance Article
DOI: 10.1039/D4EE02903H, Paper
Gongxun Lu, Xinru Wu, Miaofei Huang, Mengtian Zhang, Zhihong Piao, Xiongwei Zhong, Chuang Li, Yanze Song, Chengshuai Chang, Kuang Yu, Guangmin Zhou
Self-adsorbing molecules stabilize electrode interfaces and inhibit solvent decomposition to ensure high-voltage stability of lithium metal batteries.
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Scalable electrified cementitious materials production and recycling

Energy Environ. Sci., 2024, Advance Article
DOI: 10.1039/D4EE03529A, Paper
Open Access
Xiao Kun Lu, Wenxin Zhang, Brianna N. Ruggiero, Linsey C. Seitz, Jiaqi Li
Our electrochemical production uses carbon-free rocks, water electrolysis, and CO2 capture/circulation for carbon-neutral/negative cement and green H2, turning cement from the second-largest industrial CO2 emitter to a gigaton-scale CCUS enabler.
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Efficient Fully Textured Perovskite Silicon Tandems with Thermally Evaporated Hole Transporting Materials

Energy Environ. Sci., 2024, Accepted Manuscript
DOI: 10.1039/D4EE03899A, Paper
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Bhushan Kore, Oussama Er-raji, Oliver Fischer, Adrian Callies, Oliver Schultz-Wittmann, Patricia Samia Cerian Schulze, Martin Bivour, Stefaan De Wolf, Stefan W Glunz, Juliane Borchert
Fully textured perovskite silicon tandem solar cells effectively minimize the reflection losses and are compatible with industrial silicon production lines. To facilitate scalability and industrial deployment of perovskite silicon tandems...
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Contribution of an instructional module incorporating PhET simulations to Rwandan students' knowledge of chemical reactions, acids, and bases through social interactions

Chem. Educ. Res. Pract., 2024, Advance Article
DOI: 10.1039/D4RP00105B, Paper
Jean-Baptiste Ndagijimana, Jeannette Musengimana, Henriette Mushimiyimana, Evode Mukama, Olivier Habimana, Paulin Manirakiza, Jean Claude Dushimimana, Jean Pierre Alpha Munyaruhengeri, Samia Khan, Elizabeth Lakin
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Meenachil river basin project in for revival




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Swami AI chatbot to improve Sabarimala pilgrimage experience




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Waqf Board can initiate criminal proceedings in post-2013 Waqf land encroachment cases

A Single Judge of the Kerala High Court quashed the proceedings against two people in an alleged pre-2013 land encroachment case on Tuesday by noting that such acts were made punishable only through an amendment to the Waqf Act in 2013, the accused were in possession of the property even before the introduction of the amendment, and no penal acts could be given retrospective operation




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MRPL honoured for excellence in AI-driven process efficiency

The award was presented at the 27th Energy Technology Meet in Bengaluru.




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Cambodia to deploy over 16,000 security forces for water festival this week




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Africa's elephant population declines by 70 per cent over past 50 years: study




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Africa's policymakers, educators seek ways to end learning poverty on continent




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Coast Guard Chief S Paramesh calls on India's High Commissioner to Sri Lanka, discusses maritime security




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Decline in Austria's fruit farming linked to climate change




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South Africa expects G20 summit to strengthen multilateralism




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Four-day Africa Tech Festival 2024 kicks off in Cape Town




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South Korea to double marine protection zone, address climate change




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South Korea, US, Japan to hold 2nd trilateral Freedom Edge exercise this week




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Principal Secretary to PM highlights mitigating risks associated with glacial lakes to ensure safer future