Literature DB >> 25879717

Domino aryne precursor: efficient construction of 2,4-disubstituted benzothiazoles.

Jiarong Shi1, Dachuan Qiu1, Juan Wang1, Hai Xu1, Yang Li1.   

Abstract

An aryne precursor with a potential to perform domino aryne chemistry was proposed and synthesized. The reaction of this reagent with benzothioamide derivatives could afford 2,4-disubstituted benzothiazole with sequential incorporation of C-S, C-N, and C-C bonds on the consecutive three positions of the aryne precursor.

Entities:  

Year:  2015        PMID： 25879717     DOI： 10.1021/jacs.5b02566

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  9 in total

1.  Reactions of Hexadehydro-Diels-Alder (HDDA)-Derived Benzynes with Thioamides: Synthesis of Dihydrobenzothiazino-Heterocyclics.

Authors:  Vignesh Palani; Junhua Chen; Thomas R Hoye
Journal:  Org Lett       Date:  2016-12-01       Impact factor: 6.005

2.  One-Pot, Three-Aryne Cascade Strategy for Naphthalene Formation from 1,3-Diynes and 1,2-Benzdiyne Equivalents.

Authors:  Xiao Xiao; Thomas R Hoye
Journal:  J Am Chem Soc       Date:  2019-06-14       Impact factor: 15.419

3.  "Kobayashi Benzynes" as Hexadehydro-Diels-Alder Diynophiles.

Authors:  Sahil Arora; Thomas R Hoye
Journal:  Org Lett       Date:  2021-04-22       Impact factor: 6.005

4.  Sequential cycloaddition and ring expansion reaction of arynes and methylenebenzothiopheneones: synthesis of a benzo-fused eight-membered ring via sulfonium ylides.

Authors:  Peng Xiao; Shikuan Su; Wei Wang; Weiguo Cao; Jie Chen; Jian Li; Yali Chen
Journal:  RSC Adv       Date:  2019-11-29       Impact factor: 3.361

5.  4-Trifluoromethyl-p-quinols as dielectrophiles: three-component, double nucleophilic addition/aromatization reactions.

Authors:  Jinhuan Dong; Lou Shi; Ling Pan; Xianxiu Xu; Qun Liu
Journal:  Sci Rep       Date:  2016-06-01       Impact factor: 4.379

6.  1,3- and 1,4-Benzdiyne equivalents for regioselective synthesis of polycyclic heterocycles.

Authors:  Takashi Ikawa; Shigeaki Masuda; Akira Takagi; Shuji Akai
Journal:  Chem Sci       Date:  2016-04-18       Impact factor: 9.825

7.  Expanding the synthesizable multisubstituted benzo[b]thiophenes via 6,7-thienobenzynes generated from o-silylaryl triflate-type precursors.

Authors:  Suguru Yoshida; Tomoko Kuribara; Takamoto Morita; Tsubasa Matsuzawa; Kazushi Morimoto; Takuya Kobayashi; Takamitsu Hosoya
Journal:  RSC Adv       Date:  2018-06-13       Impact factor: 3.361

8.  One-step synthesis of benzo[b]thiophenes by aryne reaction with alkynyl sulfides.

Authors:  Tsubasa Matsuzawa; Takamitsu Hosoya; Suguru Yoshida
Journal:  Chem Sci       Date:  2020-09-01       Impact factor: 9.825

9.  Metal Free Bi(hetero)aryl Synthesis: A Benzyne Truce-Smiles Rearrangement.

Authors:  Catherine M Holden; Shariar M A Sohel; Michael F Greaney
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-13       Impact factor: 15.336
  9 in total

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