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Selective Formation of 2‐(2‐Aminophenyl)benzothiazoles via Copper‐Catalyzed Aerobic C−C Bond Cleavage of Isatins
Author(s) -
Wang Hongfen,
Xu Zhenhua,
Deng GuoJun,
Huang Huawen
Publication year - 2020
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.201901670
Subject(s) - chemistry , morpholine , cleavage (geology) , catalysis , bond cleavage , combinatorial chemistry , copper , medicinal chemistry , stereochemistry , organic chemistry , geotechnical engineering , fracture (geology) , engineering
Herein, two kinds of structurally significant 2‐(2‐aminophenyl)benzothiazoles were selectively generated by the copper‐catalyzed aerobic C−C bond cleavage of isatins. Morpholine served not only as a reactant but a promoter in the three‐component assembly of 2‐(2‐aminophenyl)benzothiazoles. Also it proved to be an efficient additive for the formation of free amino 2‐(2‐aminophenyl)benzothiazoles. This protocol represents a step‐economic entry to the title compounds with a range of compatible functionalities.