Difluorocarbene as a C–F source for the construction of fluorinated benzothiazoles
Wen-Jie Pan,
Jiao Yu,
Wei-Guo Cao
et al.
Abstract:Described herein is the use of difluorocarbene as a C–F source for the cyclization of 2-aminobenzenethiols to provide fluorinated benzothiazoles. A one-step process installs a fluorine atom and constructs a heterocycle.
“…7 Lin group's very recently disclosed that difluorocarbene can function as a CF source and react with 2-aminobenzenethiols for the construction of fluorinated benzothiazoles (Scheme 1b). 8 In order to further develop the reaction mode of difluorocarbene and enrich the synthesis methods of fluorinated heterocycles, based on our previous work and our continuous interest in the selective C–F bond cleavage reactions, 9 herein, we discovered a new reaction mode utilizing difluorocarbene as a CF source for the construction of 2-fluoroindolizines (Scheme 1c). Compared to the methods for this compound reported in the literature, 10 this method provided a new way for the construction of 2-fluoroindolizine compounds from readily available substrates.…”
A [3 + 1 + 1] cascade annulation reaction for the divergent construction of trisubstituted indolizines using sulfoxonium ylides, BrCF2CO2Me and pyridinium salts as readily available substrates has been developed.
“…7 Lin group's very recently disclosed that difluorocarbene can function as a CF source and react with 2-aminobenzenethiols for the construction of fluorinated benzothiazoles (Scheme 1b). 8 In order to further develop the reaction mode of difluorocarbene and enrich the synthesis methods of fluorinated heterocycles, based on our previous work and our continuous interest in the selective C–F bond cleavage reactions, 9 herein, we discovered a new reaction mode utilizing difluorocarbene as a CF source for the construction of 2-fluoroindolizines (Scheme 1c). Compared to the methods for this compound reported in the literature, 10 this method provided a new way for the construction of 2-fluoroindolizine compounds from readily available substrates.…”
A [3 + 1 + 1] cascade annulation reaction for the divergent construction of trisubstituted indolizines using sulfoxonium ylides, BrCF2CO2Me and pyridinium salts as readily available substrates has been developed.
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