Selective 5-exo-dig Cyclization of in Situ Synthesized N-Boc-2-Aminophenyl Ethoxyethynyl Carbenols: Synthesis of Multifunctional Indoles and Their Derivatives

Thirupathi, Nuligonda; Kumar, Y K; Kant, Ruchir; Reddy, M S

dc.contributor.author	Thirupathi, Nuligonda
dc.contributor.author	Kumar, Y K
dc.contributor.author	Kant, Ruchir
dc.contributor.author	Reddy, M S
dc.date.accessioned	2014-08-05T07:05:08Z
dc.date.available	2014-08-05T07:05:08Z
dc.date.issued	2014
dc.identifier.citation	Advanced Synthesis & Catalysis, 2014, 356(8), 1823–1834	en
dc.identifier.uri	http://hdl.handle.net/123456789/1342
dc.description.abstract	A method to prepare 3-substituted-2-formyl indole derivatives from N-Boc o-aminoarylketones and ethoxyacetylene through a cascade of reactions in a single operation that included a metal/catalyst free nucleophile triggered 5-exo-dig cyclization and acid mediated 1,3-allyl alcohol isomerization (1,3-AAI) is described. A variety of aryl, vinyl and alkynyl groups are introduced at C3 of indole-2-carboxaldehyde while having a high functional group compatibility. The 3-alkynyl adducts, which are highly valuable substrates for diversity oriented synthesis, are further transformed to useful carboline and carbazole derivatives through novel pathways.	en
dc.format.extent	424439 bytes
dc.format.mimetype	application/pdf
dc.language.iso	en	en
dc.relation.ispartofseries	CSIR-CDRI Communication No. 8624	en
dc.subject	Alkyne	en
dc.subject	Cyclization	en
dc.subject	Indole	en
dc.subject	Carboline	en
dc.subject	Carbazole	en
dc.title	Selective 5-exo-dig Cyclization of in Situ Synthesized N-Boc-2-Aminophenyl Ethoxyethynyl Carbenols: Synthesis of Multifunctional Indoles and Their Derivatives	en
dc.type	Article	en