Issue 52, 2019

Oxone promoted dehydrogenative Povarov cyclization of N-aryl glycine derivatives: an approach towards quinoline fused lactones and lactams

Abstract

Oxone promoted intramolecular dehydrogenative imino Diels–Alder reaction (Povarov cyclization) of alkyne tethered N-aryl glycine esters and amides has been explored, thus affording biologically significant quinoline fused lactones and lactams. The reaction is simple, scalable, and high yielding (up to 88%). The method was further extended to prepare biologically important luotonin-A analogues and the quinoline core of uncialamycin.

Graphical abstract: Oxone promoted dehydrogenative Povarov cyclization of N-aryl glycine derivatives: an approach towards quinoline fused lactones and lactams

Supplementary files

Article information

Article type
Paper
Submitted
09 Aug 2019
Accepted
17 Sep 2019
First published
25 Sep 2019
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2019,9, 30277-30291

Oxone promoted dehydrogenative Povarov cyclization of N-aryl glycine derivatives: an approach towards quinoline fused lactones and lactams

D. A. More, G. H. Shinde, A. C. Shaikh and M. Muthukrishnan, RSC Adv., 2019, 9, 30277 DOI: 10.1039/C9RA06212B

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