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author:

Gao, L. (Gao, L..) [1] | Chang, B. (Chang, B..) [2] | Qiu, W. (Qiu, W..) [3] | Wang, L. (Wang, L..) [4] | Fu, X. (Fu, X..) [5] | Yuan, R. (Yuan, R..) [6]

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Scopus

Abstract:

A potassium hydroxide/dimethyl sulfoxide (KOH/DMSO) superbase-promoted method for the synthesis of 2-substituted benzothiophenes has been developed via photoinduced intermolecular annulation of 2-halothioanisoles with terminal alkynes at ambient temperature. The present protocol uses commercially available 2-halothioanisoles as substrates and visible light as energy force, which offers a wide range of benzothiophenes regioselectively in moderate to good yields. Such a facile and effective transformation will provide an environment-friendly approach to the synthesis of benzothiophene derivatives. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keyword:

aryl radicals; benzothiophenes; photoinduced reaction; potassium hydroxide/dimethyl sulfoxide (KOH/DMSO) superbase; transition metal-free conditions

Community:

  • [ 1 ] [Gao, L.]State Key Laboratory of Photocatalysis on Energy and Environment, College of Chemistry, Fuzhou University, Fuzhou, 350002, China
  • [ 2 ] [Chang, B.]State Key Laboratory of Photocatalysis on Energy and Environment, College of Chemistry, Fuzhou University, Fuzhou, 350002, China
  • [ 3 ] [Qiu, W.]State Key Laboratory of Photocatalysis on Energy and Environment, College of Chemistry, Fuzhou University, Fuzhou, 350002, China
  • [ 4 ] [Wang, L.]State Key Laboratory of Photocatalysis on Energy and Environment, College of Chemistry, Fuzhou University, Fuzhou, 350002, China
  • [ 5 ] [Fu, X.]State Key Laboratory of Photocatalysis on Energy and Environment, College of Chemistry, Fuzhou University, Fuzhou, 350002, China
  • [ 6 ] [Yuan, R.]State Key Laboratory of Photocatalysis on Energy and Environment, College of Chemistry, Fuzhou University, Fuzhou, 350002, China

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Source :

Advanced Synthesis and Catalysis

ISSN: 1615-4150

Year: 2016

Issue: 8

Volume: 358

Page: 1202-1207

5 . 6 4 6

JCR@2016

4 . 4 0 0

JCR@2023

ESI HC Threshold:235

JCR Journal Grade:1

CAS Journal Grade:1

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count: 35

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 0

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