A substrate-induced dual utilization cascade reaction of -alkyl anilines: highly site-selective sustainable synthesis of chromeno[4,3-]quinolin-6-ones.

Org Biomol Chem

Key Laboratory of Biomass Green Chemical Conversion of Yunnan Provincial Education Department, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry & Environment, Yunnan Minzu University, Kunming 650504, PR China.

Published: December 2024

We describe a novel substrate-induced cascade reaction of -alkyl anilines C(sp)-N bond cleavage and reorganization into chromeno[4,3-]quinolin-6-ones. -alkyl anilines are not only used as a carbon source, but also the waste group was trapped by 4-hydroxy coumarin. The calculation of green metrics shows that our protocol is more efficient and green with lower emission than before. Additionally, a gram-scale reaction and one-pot synthesis of bioactive molecules further demonstrate the potential application of our protocol in the pharmaceutical industry.

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Source
http://dx.doi.org/10.1039/d4ob01764aDOI Listing

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