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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.

SUBMITTER: More DA

PROVIDER: S-EPMC9072217 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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

More Devidas A DA Shinde Ganesh H GH Shaikh Aslam C AC Muthukrishnan M M

RSC advances 20190925 52

Oxone promoted intramolecular dehydrogenative imino Diels-Alder reaction (Povarov cyclization) of alkyne tethered <i>N</i>-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. ...[more]

PMID: 35530246

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