Literature DB >> 21812478

CuI/TMEDA-catalyzed annulation of 2-bromo alkynylbenzenes with Na2S: synthesis of benzo[b]thiophenes.

Lei-Lei Sun1, Chen-Liang Deng, Ri-Yuan Tang, Xing-Guo Zhang.   

Abstract

A copper-catalyzed thiolation annulation reaction of 2-bromo alkynylbenzenes with sodium sulfide has been developed. In the presence of CuI and TMEDA, a variety of 2-substituted benzo[b]thiophenes were readily prepared in moderate to good yields by the reaction of 2-bromo alkynylbenzenes and Na(2)S·9H(2)O.
© 2011 American Chemical Society

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Year:  2011        PMID： 21812478     DOI： 10.1021/jo201081v

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  8 in total

1.  Synthesis of Benzo[b]thiophenes via Electrophilic Sulfur Mediated Cyclization of Alkynylthioanisoles.

Authors:  Zahra Alikhani; Alyssa G Albertson; Christopher A Walter; Prerna J Masih; Tanay Kesharwani
Journal:  J Org Chem       Date:  2022-04-18       Impact factor: 4.198

2.  Copper-promoted hydration and annulation of 2-fluorophenylacetylene derivatives: from alkynes to benzo[b]furans and benzo[b]thiophenes.

Authors:  Yibiao Li; Liang Cheng; Xiaohang Liu; Bin Li; Ning Sun
Journal:  Beilstein J Org Chem       Date:  2014-12-04       Impact factor: 2.883

Review 3.  Transition-metal-catalyzed synthesis of phenols and aryl thiols.

Authors:  Yajun Liu; Shasha Liu; Yan Xiao
Journal:  Beilstein J Org Chem       Date:  2017-03-23       Impact factor: 2.883

4.  ZnO nanoparticles supported on dendritic fibrous nanosilica as efficient catalysts for the one-pot synthesis of quinazoline-2,4(1H,3H)-diones.

Authors:  Farzaneh Shamsa; Alireza Motavalizadehkakhky; Rahele Zhiani; Jamshid Mehrzad; Malihe Sadat Hosseiny
Journal:  RSC Adv       Date:  2021-11-17       Impact factor: 4.036

5.  Synthesis of dithienofurans via cascade copper catalysed dual C-S coupling and ring closure reactions under mild conditions.

Authors:  Lu Zhou; Zhaopeng Chen; Jiahui Li; Baolin Li
Journal:  RSC Adv       Date:  2021-10-21       Impact factor: 4.036

6.  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

7.  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

8.  Direct Arylation of Benzo[b]furan and Other Benzo-Fused Heterocycles.

Authors:  Toan Dao-Huy; Maximilian Haider; Fabian Glatz; Michael Schnürch; Marko D Mihovilovic
Journal:  European J Org Chem       Date:  2014-11-17
  8 in total

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