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Metal-Free Radical-Triggered Selenosulfonation of 1,7-Enynes for the Rapid Synthesis of 3,4-Dihydroquinolin-2(1H)-ones in Batch and Flow

Metal-Free Radical-Triggered Selenosulfonation of 1,7-Enynes for the Rapid Synthesis of 3,4-Dihydroquinolin-2(1H)-ones in Batch and Flow

Authors :
Decai Wang
Jiang-Kai Qiu
Ping Wei
Guigen Li
Bo Jiang
Cheng Shan
Kai Guo
Shu-Jiang Tu
Source :
Advanced Synthesis & Catalysis. 359:4332-4339
Publication Year :
2017
Publisher :
Wiley, 2017.

Abstract

A novel three-component selenosulfonation of 1,7-enynes with sulfinic acids and diphenyl diselenides for the formation of multifunctional 3,4-dihydroquinolin-2(1H)-ones was developed in batch and flow. This room-temperature protocol provides a highly efficient approach to diverse selenosulfones in moderate to excellent yields and with a broad scope of substrates. It should provide a potential synthesis method for the construction of diverse and meaningful 3,4-dihydroquinolin-2(1H)-ones derivatives in the fields of pharmaceutical and biological chemistry. Additionally, obvious acceleration (20h to 43s) was obtained under micro flow conditions.

Details

ISSN :
16154150
Volume :
359
Database :
OpenAIRE
Journal :
Advanced Synthesis & Catalysis
Accession number :
edsair.doi...........7cd3780d0900f590b83495912b0b7305
Full Text :
https://doi.org/10.1002/adsc.201701118