Metal‐Free Synthesis of 3,4‐Dihydroquinolin‐2(1<i>H</i>)‐Ones via Cascade Oxidative Decarbonylative Radical Alkylation/Cyclization of Cinnamamides with Aliphatic Aldehydes-Reference-Cited by-同舟云学术

Metal‐Free Synthesis of 3,4‐Dihydroquinolin‐2(1H)‐Ones via Cascade Oxidative Decarbonylative Radical Alkylation/Cyclization of Cinnamamides with Aliphatic Aldehydes

Published:2019-08-08 Issue:10 Volume:8 Page:1903-1906
ISSN:2193-5807
Container-title:Asian Journal of Organic Chemistry
language:en
Short-container-title:Asian J Org Chem

Author:

Xu Xuemei¹,Luo Zaigang¹,Liu Chen‐Fu²,Wang Xiuxiu¹,Deng Liangdan¹,Gao Jie¹

Affiliation:

1. College of Chemical Engineering AnHui University of Science and Technology Huainan 232001 China

2. School of Pharmaceutical Science Gannan Medical University Ganzhou 341000 China

Abstract

AbstractA practical and efficient method for synthesis of alkyl‐substituted 3,4‐dihydroquinolin‐2(1H)‐ones via cascade oxidative decarbonylative radical alkylation/cyclization of cinnamamides with aliphatic aldehydes under metal‐free conditions was developed. The reaction offers a complementary approach of regioselective intramolecular 6‐endo‐trig cyclization of cinnamamides with various primary, secondary and tertiary alkyl radicals generated from aliphatic aldehydes.

Funder

Natural Science Foundation of Anhui Province

Publisher

Wiley

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/ajoc.201900424

Reference72 articles.

2. Advances in the Chemistry of Tetrahydroquinolines

3. Synthesis of Biologically Relevant Heterocycles in Aqueous Media

4. Recent advances in new multicomponent synthesis of structurally diversified 1,4-dihydropyridines

5. Reactions of secondary propargylamines with heteroallenes for the synthesis of diverse heterocycles

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