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Photo-Thermo-Mechanochemical Approach to Synthesize Quinolines via Addition/Cyclization of Sulfoxonium Ylides with 2-Vinylanilines Catalyzed by Iron(II) Phthalocyanine

Authors :
Luyao Liu
Jingyang Lin
Mingxuan Pang
Huile Jin
Xiaochun Yu
Shun Wang
Source :
Organic Letters. 24:1146-1151
Publication Year :
2022
Publisher :
American Chemical Society (ACS), 2022.

Abstract

A novel photo-thermo-mechanochemical approach to assembling quinolines catalyzed by iron(II) phthalocyanine has been realized for the first time. This transformation features a cost-efficient catalytic system and operational simplicity, is free of solvent, and shows good substrate tolerance, providing a green alternative to existing thermal approaches. Mechanistic experiments demonstrate that the in-situ-formed secondary amine may be the key intermediate for the further cyclization/aromatization process.

Details

ISSN :
15237052 and 15237060
Volume :
24
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....866f9dc6c554926913ac37721310d8a7