Decarboxylative cascade cyclization of α-keto acids with 2-cyano-3-arylaniline-derived acrylamides

Jia-Qi Shang; Xiang-Xiang Wang; Yangchun Xin; Yi Li; Bin Zhou; Ya-Min Li

doi:10.1039/C9OB02023C

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Decarboxylative cascade cyclization of α-keto acids with 2-cyano-3-arylaniline-derived acrylamides†

Jia-Qi Shang,‡^a Xiang-Xiang Wang,‡^a Yangchun Xin,^b Yi Li,^a Bin Zhou^a and Ya-Min Li

*^a

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* Corresponding authors

^a Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, P. R. China
E-mail: liym@kust.edu.cn

^b Katzin Diagnostic & Research PET/MR Center, Nemours/Alfred I. DuPont Hospital for Children, Wilmington, DE 19803, USA

Abstract

An oxidative decarboxylative cascade cyclization of α-keto acids with 2-cyano-3-arylaniline-derived acrylamides was developed. This cascade reaction exhibits a broad substrate scope, and provides an efficient access to carbonyl-containing pyrido[4,3,2-gh]phenanthridines. A possible mechanism is proposed.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/C9OB02023C
Article type: Paper
Submitted: 17 Sep 2019
Accepted: 14 Oct 2019
First published: 15 Oct 2019

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Org. Biomol. Chem., 2019,17, 9447-9455

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Decarboxylative cascade cyclization of α-keto acids with 2-cyano-3-arylaniline-derived acrylamides

J. Shang, X. Wang, Y. Xin, Y. Li, B. Zhou and Y. Li, Org. Biomol. Chem., 2019, 17, 9447 DOI: 10.1039/C9OB02023C

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Organic & Biomolecular Chemistry

Decarboxylative cascade cyclization of α-keto acids with 2-cyano-3-arylaniline-derived acrylamides†

Abstract

Supplementary files

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Decarboxylative cascade cyclization of α-keto acids with 2-cyano-3-arylaniline-derived acrylamides

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