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Experimental results and computational insight into sequential reactions of β-(2-aminophenyl)-α,β-ynones with aryl isocyanates/benzoyl isothiocyanate

Org. Biomol. Chem., 2020, 18,3177-3189
DOI: 10.1039/D0OB00087F, Paper
Antonio Arcadi, Massimiliano Aschi, Marco Chiarini, Fabio Marinelli, Vincenzo Marsicano, Gustavo Portalone
The selective formation of quinazoline vs. benzoxazine  and benzothiazine derivatives from β-(2-aminophenyl)-α,β-ynones and aryl isocyanates/benzoyl isothiocyanate was explored. DFT calculations provide a plausible rationale.
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no

Construction of 2,3-disubstituted benzo[b]thieno[2,3-d]thiophenes and benzo[4,5]selenopheno[3,2-b]thiophenes using the Fiesselmann thiophene synthesis

Org. Biomol. Chem., 2020, 18,3164-3168
DOI: 10.1039/D0OB00300J, Paper
Roman A. Irgashev, Nadezhda S. Demina, Gennady L. Rusinov
A number of 2,3-disubstituted benzo[b]thieno[2,3-d]thiophenes and benzo[4,5]selenopheno[3,2-b]thiophenes have been obtained using a convenient approach based on the Fiesselmann thiophene synthesis.
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no

Synthesis of disaccharide modified berberine derivatives and their anti-diabetic investigation in zebrafish using a fluorescence-based technology

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00327A, Paper
Lizhen Wang, Haotian Kong, Meng Jin, Xiaobin Li, Rostyslav Stoika, Houwen Lin, Kechun Liu
Diglucose modified berberine derivatives can dramatically promote the uptake of 2-NBDG in both zebrafish larvae and their eyes.
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no

Dearomatization of 3-cyanoindoles by (3 + 2) cycloaddition: from batch to flow chemistry

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00582G, Communication
Maxime Manneveau, Saori Tanii, Fanny Gens, Julien Legros, Isabelle Chataigner
(3 + 2) Dearomatizing cycloaddition of 3-cyanoindoles occurs in smooth conditions with a non-stabilized azomethine ylide, to yield tricyclic indolines in only 1 min under microflow conditions using 3 equiv of the dipole precursor vs. 6 equiv. in a batch reactor.
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no

Copper-catalyzed diastereoselective hydrothioetherification of oxa(aza)benzonorbornadienes

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00659A, Paper
Qifu Lin, Yongqi Yao, Wen Yang, Yun Tan, Shuqi Chen, Donghan Chen, Dingqiao Yang
A novel copper-catalyzed multicomponent one-pot syn-selective hydrothioetherification of oxa(aza)bicyclic alkenes to synthesize unsymmetrical thioethers has been established.
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no

Half-sandwich (η5-Cp*)Rh(III) complexes of pyrazolated organo-sulfur/selenium/tellurium ligands: efficient catalysts for base/solvent free C–N coupling of chloroarenes under aerobic conditions

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00538J, Paper
Charu Sharma, Avinash Kumar Srivastava, Kamal Nayan Sharma, Raj Kumar Joshi
Three new Rh(III) complexes of organochalcogen (S/Se/Te) ligands were synthesized and along with a co-catalyst Cu(OAc)2, used for the base/solvent free catalysis of Buchwald type C–N coupling of amines and aryl chlorides under aerobic conditions.
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no

Study on the ArI-catalyzed intramolecular oxy-cyclization of 2-alkenylbenzamides to benzoiminolactones

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00612B, Communication
Huixia Liu, Xiaojun Deng, Xie Huang, Nan Ji, Wei He
A metal-free synthetic method toward the preparation of benzoiminolactones through oxy-cyclization of 2-alkenylbenzamides mediated by a catalyst/oxidant (ArI/mCPBA) system was developed.
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no

Electrochemical synthesis of selenyl-dihydrofurans via anodic selenofunctionalization of allyl-naphthol/phenol derivatives and their anti-Alzheimer activity

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00629G, Communication
Marcos R. Scheide, Alex R. Schneider, Guilherme A. M. Jardim, Guilherme M. Martins, Daniele C. Durigon, Sumbal Saba, Jamal Rafique, Antonio L. Braga
Herein, we report an eco-friendly, electrosynthetic approach for the intramolecular oxyselenylation of allyl-naphthol/phenol derivatives.
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The key entity of a DCAR agonist, phosphatidylinositol mannoside Ac1PIM1: its synthesis and immunomodulatory function

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/C9OB02724F, Communication
Yohei Arai, Shota Torigoe, Takanori Matsumaru, Sho Yamasaki, Yukari Fujimoto
We achieved the first synthesis of phosphatidylinositol mannoside Ac1PIM1, and a very potent agonist of an innate immune receptor DCAR is demonstrated.
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Donor–acceptor fluorophores as efficient energy transfer photocatalysts for [2 + 2] photodimerization

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/C9OB02735A, Paper
Qing-An Wu, Feng Chen, Chen-Chao Ren, Xue-Fen Liu, Hao Chen, Liang-Xuan Xu, Xiao-Cong Yu, Shu-Ping Luo
Donor–acceptor fluorophores can act as efficient energy transfer photocatalysts to activate enone substrates, realizing photodimerization and isomerization reaction of enone substrates without precious metal photocatalysts.
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no

A silver-catalyzed radical ring-opening reaction of cyclopropanols with sulfonyl oxime ethers

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00055H, Paper
Xiaobao Zeng, Xin Wang, Yanan Zhang, Li Zhu, Yu Zhao
A simple and efficient method for the radical ring-opening reaction of cyclopropanols with sulfonyl oxime ethers catalyzed by AgNO3 is developed, affording γ-keto oxime ethers in moderate to good yields.
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Rhodium-Catalyzed ortho-Acrylation of Aryl Ketone O-Methyl Oximes with Cyclopropenones

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00064G, Communication
Yafeng Liu, Yuan Tian, Kexin Su, Xin Guo, Baohua Chen
An efficient Rh-catalyzed ortho-acrylation reaction for the synthesis of chalcones from O-methyl ketoximes and cyclopropenones via C–H bond activation has been described. This cross-coupling reaction exhibits high functional group tolerance...
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Recent Progress on Transition Metal-catalysed Regioselective C–H Transformations Based on Noncovalent Interactions

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00703J, Review Article
Yoichiro Kuninobu, Takeru Torigoe
Transition metal-catalysed C–H transformations are powerful tools to obtain functionalised organic molecules from simple starting materials. To control regioselectivity is one of the most important issues in C–H transformations. Since...
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Synthesis of unsymmetrical benzils via palladium-catalysed α-arylation–oxidation of 2-hydroxyacetophenones with aryl bromides

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00575D, Paper
Open Access
Takanori Matsuda, Souta Oyama
Unsymmetrical benzils are synthesised by a one-pot tandem palladium-catalysed α-arylation and oxidation of 2-hydroxyacetophenones with aryl bromides.
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no

Copper(I)/Ganphos catalysis: enantioselective synthesis of diverse spirooxindoles using iminoesters and alkyl substituted methyleneindolinones

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00546K, Paper
Hao Cui, Ke Li, Yue Wang, Manman Song, Congcong Wang, Donghui Wei, Er-Qing Li, Zheng Duan, François Mathey
A copper/Ganphos-catalyzed asymmetric 1,3-dipolar cycloaddition of glycine iminoesters with alkyl substituted 3-methylene-2-oxindoles is described, producing the spiro[pyrrolidin-3,3'-oxindole]s in good yields with high ee.
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no

Enantioselective Synthesis of Indanone Spiro-Isochromanone Derivatives via Dinuclear Zinc-Catalyzed Michael/Transesterification Tandem Reaction

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00541J, Paper
Xiao-Chao Yang, Meng Xu, Jin-Bao Wang, Meng-Meng Liu, Francois Mathey, Yuan-Zhao Hua, Mincan Wang
An enantioselective Michael/transesterification tandem reaction of α-hydroxy indanones with ortho-ester chalcones was realized by dinuclear zinc catalysts. A series of enantiomerically pure spiro[indanone-2,3’-isochromane-1-one] derivatives were obtained in good yields with...
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Synthesis and photophysical properties of selenopheno[2,3-b]quinoxaline and selenopheno[2,3-b]pyrazine heteroacenes

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00718H, Paper
Amol Sonawane, Atsushi Shimozuma, Taro Udagawa, Masayuki Ninomiya, Mamoru Koketsu
In this paper, we report the novel synthesis of three different heterocycles namely 2-arylselenopheno[2,3-b]quinoxaline, 3-(aryl/alkylselanyl)-2-arylselenopheno[2,3-b]quinoxaline and 6-phenyl-7-(arylselanyl)selenopheno[2,3-b]pyrazine derivatives from the corresponding 2,3-dichloroquinoxaline and 2,3-dichloropyrazine derivatives. Further, photophysical properties were investigated...
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no

Targeting STAT3 anti-apoptosis pathways with organic and hybrid organic–inorganic inhibitors

Org. Biomol. Chem., 2020, 18,3288-3296
DOI: 10.1039/C9OB02682G, Paper
Matthew B. Minus, Haopei Wang, Jaime O. Munoz, Alexandra M. Stevens, Alicia E. Mangubat-Medina, Michael J. Krueger, Wei Liu, Moses M. Kasembeli, Julian C. Cooper, Mikhail I. Kolosov, David J. Tweardy, Michele S. Redell, Zachary T. Ball
Recurrence and drug resistance are major challenges in the treatment of acute myeloid leukemia (AML) that spur efforts to identify new clinical targets and active agents.
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no

Recent advances in β-L-rhamnosylation

Org. Biomol. Chem., 2020, 18,3216-3228
DOI: 10.1039/D0OB00297F, Review Article
Diksha Rai, Suvarn S. Kulkarni
This review describes various methodologies for the stereoselective 1,2-cis glycosylation of L-rhamnose leading to β-L-rhamnosides and their applications in oligosaccharide synthesis.
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Synthesis, structures and photophysical properties of hexacoordinated organosilicon compounds with 2-(2-pyridyl)phenyl groups

Org. Biomol. Chem., 2020, 18,3239-3242
DOI: 10.1039/D0OB00484G, Communication
Shohei Furuta, Toshiaki Mori, Yusuke Yoshigoe, Kohei Sekine, Yoichiro Kuninobu
We synthesised novel air-, water-, heat-, acid-, and base-stable hexacoordinated organosilicon compounds, which contain two C,N-bidentate ligands and form two silafluorene equivalent moieties, with Lewis acid–base interactions.
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Synthetic pathways to tetrahydrocannabinol (THC): an overview

Org. Biomol. Chem., 2020, 18,3203-3215
DOI: 10.1039/D0OB00464B, Review Article
Open Access
Victor R. L. J. Bloemendal, Jan C. M. van Hest, Floris P. J. T. Rutjes
This review summarises various synthetic pathways leading to tetrahydrocannabinol and structurally related cannabinoids.
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no

Synthesis of methylene cyclopropane-fused chromenes and dihydroquinolines by sequential [4 + 2]- and [1 + 2]-annulation

Org. Biomol. Chem., 2020, 18,3303-3311
DOI: 10.1039/D0OB00389A, Paper
Tianyu Lu, Xuange Zhang, Zhiwei Miao
A base promoted sequential [4 + 2]- and [1 + 2]-annulation of 2-hydroxychalcones or 2-tosylaminochalcones with prop-2-ynylsulfonium salts was developed.
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no

A domino annulation approach to 3,4-diacylpyrrolo[1,2-a]pyrazines: decoration of pyrazine units

Org. Biomol. Chem., 2020, 18,3324-3333
DOI: 10.1039/D0OB00444H, Paper
Anuradha Dagar, Yohan Seo, Wan Namkung, Ikyon Kim
A new one-pot, sequential three-component access to 3,4-diacylpyrrolo[1,2-a]pyrazine was achieved from the reaction of an α-haloketone, azide, and N-substituted pyrrole-2-carboxaldehyde under mild reaction conditions.
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no

Base-promoted 1,6-conjugate addition of alkylazaarenes to para-quinone methides

Org. Biomol. Chem., 2020, 18,3354-3359
DOI: 10.1039/D0OB00419G, Paper
Amritha Rayaroth, Rajat Kumar Singh, Kalyanakrishnan A. V., Krishna Hari, Alagiri Kaliyamoorthy
1,1,2-Triarylethanes embedded with an azaarene unit were prepared in a single step at ambient temperature via the sodium hexamethyldisilazide mediated 1,6-conjugate addition of unactivated alkylazaarenes on para-quinone methides (p-QMs).
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KI/TBHP-promoted [3 + 2] cycloaddition of pyrrolo[1,2-a]quinoxalines and N-arylsulfonylhydrazones

Org. Biomol. Chem., 2020, 18,3360-3366
DOI: 10.1039/D0OB00494D, Paper
Zhen Yang, Jing He, Yueting Wei, Weiwei Li, Ping Liu
A series of diverse fused [1,2,4]triazolo[3,4-c]quinoxalines was obtained by an efficient KI/TBHP-promoted [3 + 2] cycloaddition of pyrrolo[1,2-a]quinoxalines and N-arylsulfonylhydrazones.
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no

Chiral bifunctional sulfide-catalyzed asymmetric bromoaminocyclizations

Org. Biomol. Chem., 2020, 18,3367-3373
DOI: 10.1039/D0OB00459F, Paper
Takumi Nakamura, Ken Okuno, Kazuma Kaneko, Masahiro Yamanaka, Seiji Shirakawa
A chiral bifunctional sulfide catalyst bearing a urea moiety promotes the enantioselective bromoaminocyclization of 2-allylanilines to produce optically active 2-substituted indolines.
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Dipyrazolodioxadiazocines as shelf-stable “ready-to-use” precursors for an in situ generation of enolate-iminium 1,4-dipoles: a straightforward atom-economical approach to pyrazolo[5,1-d][1,3,5]dioxazines

Org. Biomol. Chem., 2020, 18,3382-3391
DOI: 10.1039/D0OB00451K, Paper
Vladimir E. Zhulanov, Valeria A. Vigovskaya, Maksim V. Dmitriev, Pavel S. Silaichev, Andrey N. Maslivets, Michael Rubin
Generation of cyclic enolate-iminium 1,4-dipoles via thermolysis of dipyrazolodioxadiazocines in the presence of ketones allowed for efficient preparation of pyrazolo[5,1-d][1,3,5]dioxazines.
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Controlling the liberation rate of the in situ release of a chemical fuel for the operationally autonomous motions of molecular machines

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00669F, Paper
Chiara Biagini, Giorgio Capocasa, Daniele Del Giudice, Valerio Cataldi, Luigi Mandolini, Stefano Di Stefano
Aminolysis of the anhydride of 2-cyano-2-phenylpropanoic acid can be employed to conveniently regulate the liberation rate of the related acid which, in turn, can be used as a fuel for acid–base operated molecular machines.
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Gold(III)-catalyzed azide-yne cyclization/O–H insertion cascade reaction for the expeditious construction of 3-alkoxy-4-quinolinone frameworks

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00745E, Paper
Jingjing Huang, Han Su, Ming Bao, Lihua Qiu, Yuanqing Zhang, Xinfang Xu
A gold-catalyzed cascade reaction has been developed, and it provides an expeditious access to 3-alkoxy-4-quinolines and applications in alkaloid synthesis.
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no

Dienaminodioate based multicomponent reactions with post-benzylic oxidative transformations mediated by DDQ

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00721H, Paper
Jaice Ravindran, Velickakathu Yadhukrishnan, Reghuvaran Asha , Ravi Shankar Lankalapalli
Multicomponent reactions (MCRs) using dienaminodioate with post-benzylic oxidative transformation by DDQ that afforded a diverse array of products is described. An unprecedented rearrangement of 1,2-dihydropyridines (1,2-DHPs), 3CR products, to 2-pyridones...
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Arylation of Indoles Using Cyclohexanones Dually-Catalyzed by Niobic Acid and Palladium-on-Carbons

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00702A, Paper
Kazuho Ban, Yuta Yamamoto, Hironao Sajiki, Yoshinari Sawama
3-Arylindoles were easily constructed from indoles and cyclohexanone derivatives using a combination of catalytic niobic acid-on-carbon (Nb2O5/C) and palladium-on-carbon (Pd/C) under heating conditions without any oxidants. The Lewis acidic Nb2O5/C...
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no

Hierarchical Self-Assembly of Azobenzene Dyad with Inverted Amide Connection into Toroidal and Tubular Nanostructures

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00833H, Communication
Shiki Yagai, Takuho Saito
Inversion of the connectivity of amide groups in foldable azobenzene dyads with chiral side chains, which can self-assemble into toroids and nanotubes, significantly increases the thermal stability of these aggregates....
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Correction: Nickel-catalyzed cyanation of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB90052D, Correction
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Liang Wang, Yaoyao Wang, Jun Shen, Qun Chen, Ming-Yang He
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no

Highly modified steroids from Inonotus obliquus

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00474J, Paper
Chun-Xin Zou, Zilin Hou, Ming Bai, Rui Guo, Bin Lin, Xiaobo Wang, Xiaoxiao Huang, Shaojiang Song
Six undescribed steroids were isolated from the fungus Inonotus obliquus. Notably, compounds 1 and 2 represented the first example of 8, 14-seco-4-methylpregnane. By spectroscopic data analyses, quantum chemical calculations and...
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no

DMRC delays inauguration of Yamuna Bank-Noida line

Delhi Metro has delayed the inauguration of the Yamuna Bank-Noida line by a month.




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Five-year-old survives 40-feet fall with minor scratches

A five-year old boy here survived a 40-feet fall from a multi-storeyed building with minor scratches.




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There’s no power politics, customer is king, Piyush Goyal says

The responsibility of lighting up the country today rests on Piyush Goyal’s shoulders. Just a month into his new job, the minister for power, coal and renewable energy has set an electric pace to energize the sector.




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Women suffer sanitation absence most — also impacts economy: Bindeshwar Pathak

One month after the horrific Badaun gang rape exposed how gravely at risk women and minors lacking domestic toilets are.




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Lucknow lockdown: Today's news from your city

Amid prevalent chaos and uncertainty over access to the essential services and commodities during the lockdown, we bring you the latest updates from your city.




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Lucknow zoo animals are more active in lockdown




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Cleric asks govt to allow meat sale in Lucknow




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Lucknow: Spurned by beau, woman sets self afire




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Lucknow: Youth attacked with battery acid




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Lucknow lockdown news: Today's updates

Amid prevalent chaos and uncertainty over access to the essential services and commodities during the lockdown, we bring you the latest updates from your city.




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Covid warriors in Lucknow put duty before family




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Fee hike: Noida schools to pay Rs 5 lakh fine

District magistrate Suhas LY issued a set of guidelines, primarily on fees, for schools on Thursday night and said flouting any of the norms could lead to a school being fined up to Rs 5 lakh.




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Walking should be allowed in Noida, say experts

As governments think of ways to ease lockdown curbs, reviving the economy and opening up offices and shops, residents of Noida find themselves asking a question that involves the most basic of liberties.




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62-yr-old becomes 2nd corona fatality in Noida

A 62-year-old man died due to coronavirus in Noida, becoming the second Covid-19 fatality in Uttar Pradesh's Gautam Buddh Nagar district, officials said on Saturday.




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Indian researchers start working on genome sequencing of novel coronavirus

In the next 3-4 weeks researchers would be able to get at least 200-300 isolates and this information would help them to make some further conclusion about the behaviour of this virus.




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Google and Apple partner up to defeat COVID-19 outbreak, tech giants to jointly develop technology for contact tracing

The multinational companies, which hold the largest market shares in the sphere of technology, have decided to put their joint efforts in developing technology that will help world governments to cut the spread of the virus and save lives