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Potassium Hydroxide/Dimethyl Sulfoxide Superbase‐Promoted Transition Metal‐Free Synthesis of 2‐Substituted Benzothiophenes under Visible Light
Author(s) -
Gao Li,
Chang Bin,
Qiu Wenzhao,
Wang Lele,
Fu Xianzhi,
Yuan Rusheng
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201501136
Subject(s) - superbase , chemistry , benzothiophene , annulation , potassium hydroxide , dimethyl sulfoxide , sulfoxide , hydroxide , visible spectrum , potassium , organic chemistry , photochemistry , combinatorial chemistry , catalysis , thiophene , physics , optoelectronics
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.