Literature DB >> 25329566

An efficient generation method and remarkable reactivities of 3-triflyloxybenzyne.

Suguru Yoshida1, Keisuke Uchida, Kazunobu Igawa, Katsuhiko Tomooka, Takamitsu Hosoya.   

Abstract

3-Triflyloxybenzyne was generated via an iodine-magnesium exchange reaction of 1,3-bis(triflyloxy)-2-iodobenzene using the trimethylsilylmethyl Grignard reagent. Various arynophiles and nucleophiles reacted regioselectively with 3-triflyoxybenzyne to afford cycloadducts and unique aryl triflones, which were provided via thia-Fries rearrangement.

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Year:  2014        PMID： 25329566     DOI： 10.1039/c4cc07058e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  4 in total

1.  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

2.  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

3.  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

4.  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
  4 in total

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