Visible-Light-Induced Cascade Cyclization of N‑Propargyl Aromatic Amines and Acyl Oxime Esters: Rapid Access to 3‑Acylated Quinolines

Visible-light-induced radical cascade acylation/cyclization/aromatization of N-propargyl aromatic amines and acyl oxime esters for the construction of 3-acylated quinolines is developed. This approach uses acyl oxime esters as the precursor of acyl radicals as well as acylation reagents, Eosin Y as...

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Published in:Journal of organic chemistry 2022-08, Vol.87 (15), p.10277-10284
Main Authors: Zhang, Man, Wu, Sixin, Wang, Lei, Xia, Ziqin, Kuang, Kaimo, Xu, Qiankun, Zhao, Fangli, Zhou, Nengneng
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container_end_page 10284
container_issue 15
container_start_page 10277
container_title Journal of organic chemistry
container_volume 87
creator Zhang, Man
Wu, Sixin
Wang, Lei
Xia, Ziqin
Kuang, Kaimo
Xu, Qiankun
Zhao, Fangli
Zhou, Nengneng
description Visible-light-induced radical cascade acylation/cyclization/aromatization of N-propargyl aromatic amines and acyl oxime esters for the construction of 3-acylated quinolines is developed. This approach uses acyl oxime esters as the precursor of acyl radicals as well as acylation reagents, Eosin Y as the photocatalyst, and acetonitrile as the solvent, providing a convenient route toward 3-acylated quinolines via the C–C bond cleavage of acyl oxime esters.
doi_str_mv 10.1021/acs.joc.2c01277
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title Visible-Light-Induced Cascade Cyclization of N‑Propargyl Aromatic Amines and Acyl Oxime Esters: Rapid Access to 3‑Acylated Quinolines
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