Transition Metal-Free Cascade Cyclization of Epoxy-Ynamides: To Go for 1,3-Oxazines or 1,4-Oxazines?

dc.contributor.author Siva Kumari, A. Leela
dc.contributor.author Siva Reddy, Alla
dc.contributor.author Swamy, K. C.Kumara
dc.date.accessioned 2022-03-27T09:48:40Z
dc.date.available 2022-03-27T09:48:40Z
dc.date.issued 2016-11-04
dc.description.abstract An approach to both 1,3- and 1,4-oxazines is developed by the cascade cyclization of epoxy ynamides under transition metal-free conditions. Thus, while 1,3-oxazines are obtained in a regio- and stereoselective manner by using base, cyclization of epoxy ynamides with sodium azide as a nucleophile results in 1,4-oxazines. Deuterium-labeling experiment demonstrates the role of water as a proton source in the formation of 1,4-oxazines. Epoxy tethered alkyne precursors provide 1,4-oxazines that undergo click reaction.
dc.identifier.citation Organic Letters. v.18(21)
dc.identifier.issn 15237060
dc.identifier.uri 10.1021/acs.orglett.6b03047
dc.identifier.uri https://pubs.acs.org/doi/10.1021/acs.orglett.6b03047
dc.identifier.uri https://dspace.uohyd.ac.in/handle/1/13329
dc.title Transition Metal-Free Cascade Cyclization of Epoxy-Ynamides: To Go for 1,3-Oxazines or 1,4-Oxazines?
dc.type Journal. Article
dspace.entity.type
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