Ru-catalyzed regioselective cascade annulation of acrylamides with 2-alkynoates for the synthesis of various 6-Oxo nicotinic acid esters

TitleRu-catalyzed regioselective cascade annulation of acrylamides with 2-alkynoates for the synthesis of various 6-Oxo nicotinic acid esters
Publication TypeJournal Article
Year of Publication2019
AuthorsGarad, DN, Mhaske, SB
JournalJournal of Organic Chemistry
Volume84
Issue4
Pagination1863-1870
Date PublishedFEB
Type of ArticleArticle
ISSN0022-3263
Abstract

Ru-catalyzed regioselective cascade annulation of acrylamides with 2-alkynoates via aza-Michael/C-H activation sequence for the synthesis of various 6-oxo nicotinic acid esters is described. The regioselectivity of the protocol has been confirmed by performing silver mediated protodecarboxylation of the corresponding 6-oxo nicotinic acid to furnish 2-pyridone. The developed protocol is copper or silver salt-free and uses inexpensive, safe, and environmentally benign peroxide-based ``oxone'' as the sole oxidant. A redox-neutral version of the protocol is also demonstrated.

DOI10.1021/acs.joc.8b02783
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.745

Divison category: 
Organic Chemistry

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