Synthesis of Substituted Coumarins and 2-Quinolinones via Cycloisomerization of Hydroxyl/Aminophenyl Propargyl Alcohols†

Reddy, M S; Thirupathi, Nuligonda; Babu, M H

dc.contributor.author	Reddy, M S
dc.contributor.author	Thirupathi, Nuligonda
dc.contributor.author	Babu, M H
dc.date.accessioned	2013-03-07T10:32:27Z
dc.date.available	2013-03-07T10:32:27Z
dc.date.issued	2012
dc.identifier.citation	European Journal of Organic Chemistry 2012, 2012(29), 5803–5809	en
dc.identifier.uri	http://hdl.handle.net/123456789/1024
dc.description.abstract	A novel cycloisomerization strategy for coumarins and quinolinones is described. Addition of ethoxyacetylide to 2-hydroxyacetophenones directly resulted in 4-substituted coumarins via 6-endo-dig-cycloisomerization of the intermediates 2-(hydroxyphenyl)-3-ethoxy-2-yn-1-ols. In the similar conditions2-aminoacetophenone produced 2-ethoxyquinoline, a masked quinolinone, which was converted to latter with an acid treatment. N-protected intermediate 8 was isolated and was converted to quinolinone (In(OTf)3 or H2SO4) and 3-iodo-2-quinolinone (I2/H+).	en
dc.format.extent	452250 bytes
dc.format.mimetype	application/pdf
dc.language.iso	en	en
dc.relation.ispartofseries	CDRI Communication No. 8285	en
dc.subject	Cycloisomerization	en
dc.subject	Alkyne	en
dc.subject	Coumarin	en
dc.subject	Quinoline	en
dc.subject	Quinolinone	en
dc.title	Synthesis of Substituted Coumarins and 2-Quinolinones via Cycloisomerization of Hydroxyl/Aminophenyl Propargyl Alcohols†	en
dc.type	Article	en