Literature DB >> 31099576

Visible-Light Induced Radical Perfluoroalkylation/Cyclization Strategy To Access 2-Perfluoroalkylbenzothiazoles/Benzoselenazoles by EDA Complex.

Yan Liu1,2, Xiao-Lan Chen1,3, Kai Sun1, Xiao-Yun Li1, Fan-Lin Zeng1, Xiao-Ceng Liu1, Ling-Bo Qu1, Yu-Fen Zhao1,3, Bing Yu1.   

Abstract

A novel and practical fluoroalkyl radical-initiated cascade reaction was developed to access diverse 2-fluoroalkylbenzothiazoles by reacting various fluoroalkyl radical sources, including perfluoroalkyl iodide (IC nF2 n+1, n = 3-8, 10), ICF(CF3)2, ICF2COOEt, ICF2CF2Cl, or ICF2CF2Br, tetramethylethane-1,2-diamine (TMEDA), and 2-isocyanoaryl thioethers in tetrahydrofuran under nitrogen atmosphere and blue-light irradiation conditions. Furthermore, this one-pot protocol could well be expanded to access various 2-fluoroalkylbenzoselenazoles starting from (2-isocyanophenyl)(methyl)selane, perfluoroalkyl iodides (IC nF2 n+1, n = 3-8) or ICF2COOEt and TMEDA.

Entities:  

Year:  2019        PMID: 31099576     DOI: 10.1021/acs.orglett.9b01175

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  Visible-light-induced aerobic C3-H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols.

Authors:  Xiaobo Xu; Chengcai Xia; Xiaojun Li; Jian Sun; Liqiang Hao
Journal:  RSC Adv       Date:  2020-01-09       Impact factor: 4.036

2.  Visible-light Promoted Atom Transfer Radical Addition-Elimination (ATRE) Reaction for the Synthesis of Fluoroalkylated Alkenes Using DMA as Electron-Donor.

Authors:  Wen-Wen Xu; Le Wang; Ting Mao; Jiwei Gu; Xiao-Fei Li; Chun-Yang He
Journal:  Molecules       Date:  2020-01-24       Impact factor: 4.411

3.  Synthetic Methods Driven by the Photoactivity of Electron Donor-Acceptor Complexes.

Authors:  Giacomo E M Crisenza; Daniele Mazzarella; Paolo Melchiorre
Journal:  J Am Chem Soc       Date:  2020-03-12       Impact factor: 15.419

4.  K2S2O8-promoted C-Se bond formation to construct α-phenylseleno carbonyl compounds and α,β-unsaturated carbonyl compounds.

Authors:  Xue-Yan Yang; Ruizhe Wang; Lu Wang; Jianjun Li; Shuai Mao; San-Qi Zhang; Nanzheng Chen
Journal:  RSC Adv       Date:  2020-08-05       Impact factor: 4.036

Review 5.  Recent application of visible-light induced radicals in C-S bond formation.

Authors:  Vishal Srivastava; Pravin K Singh; Arjita Srivastava; Praveen P Singh
Journal:  RSC Adv       Date:  2020-05-27       Impact factor: 4.036

6.  Synthesis of N-aryl amines enabled by photocatalytic dehydrogenation.

Authors:  Jungwon Kim; Siin Kim; Geunho Choi; Geun Seok Lee; Donghyeok Kim; Jungkweon Choi; Hyotcherl Ihee; Soon Hyeok Hong
Journal:  Chem Sci       Date:  2020-12-08       Impact factor: 9.825

  6 in total

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