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Domino Reactions Initiated by Copper‐Catalyzed Aryl‐I Bond Thiolation For the Switchable Synthesis of 2,3‐Dihydrobenzothiazinones and Benzoisothiazolones
Author(s) -
Xiong Jin,
Zhong Guofeng,
Liu Yunyun
Publication year - 2019
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.201801221
Subject(s) - chemistry , aryl , copper , domino , sulfur , catalysis , dichloromethane , ring (chemistry) , microwave irradiation , medicinal chemistry , combinatorial chemistry , polymer chemistry , organic chemistry , solvent , alkyl
The three‐component reactions of o ‐iodobenzamides, elemental sulfur and dichloromethane (DCM) providing 2,3‐dihydro‐4 H ‐benzo[e][1,3]thiazin‐4‐ones (2,3‐dihydrobenzothiazinones) are accomplished via copper‐catalyzed aryl C−I thiolation and subsequent N ‐, S ‐hetero ring formation. In addition, the in situ aryl C−I bond thiolation is also employed for the switchable synthesis of benzo[d]isothiazol‐3(2 H )‐ones (benzoisothiazolones) by subjecting o ‐iodobenzamides, elemental sulfur to the copper‐catalyzed condition with microwave irradiation.