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Synthesis of polysubstituted quinolines through promoter-regulated selective annulation and C–C bond cleavage from 2-styrylanilines and β-keto esters

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Abstract

A powerful construction of 2-alkylquinolines and quinoline-2-carboxylates has been successfully accomplished employing I2 and Mn(OAc)3, respectively, to promote the annulation of 2-styrylanilines and β-keto esters accompanied by selective C–C bond cleavage. Following this promoter-regulated strategy, various 2-alkylquinolines and quinoline-2-carboxylates were chemoselectively synthesized from easily available 2-styrylanilines and β-keto esters. The reaction mechanism is also tentatively investigated.

Graphical abstract: Synthesis of polysubstituted quinolines through promoter-regulated selective annulation and C–C bond cleavage from 2-styrylanilines and β-keto esters

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Submitted
15 Jun 2020
Accepted
30 Jun 2020
First published
01 Jul 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Synthesis of polysubstituted quinolines through promoter-regulated selective annulation and C–C bond cleavage from 2-styrylanilines and β-keto esters

H. Xu, F. Yu, R. Huang, M. Weng, H. Chen and Z. Zhang, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO00709A

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