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Visible‐Light‐Induced [4+2] Annulation of Thiophenes and Alkynes to Construct Benzene Rings
Author(s) -
Song Chunlan,
Dong Xin,
Wang Zhongjie,
Liu Kun,
Chiang ChienWei,
Lei Aiwen
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201905971
Subject(s) - annulation , regioselectivity , benzene , chemistry , combinatorial chemistry , benzene derivatives , aromaticity , organic chemistry , chemical synthesis , molecule , catalysis , biochemistry , in vitro
The [4+2] annulation represents an elegant and versatile synthetic protocol for the construction of benzene rings. Herein, a strategy for visible‐light induced [4+2] annulation of thiophenes and alkynes, to afford benzene rings, is presented. Under simple and mild reaction conditions, the ready availability and structural diversity of thiophenes and alkynes permit the facile synthesis of several substituted aromatic rings. Valuable drugs and amino acids are also well tolerated. Moreover, DFT calculations explain the high regioselectivity of the reaction.