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A Transition Metal-Free Minisci Reaction: Acylation of Isoquinolines, Quinolines, and Quinoxaline

Siddaraju, Yogesh and Lamani, Manjunath and Prabhu, Kandikere Ramaiah (2014) A Transition Metal-Free Minisci Reaction: Acylation of Isoquinolines, Quinolines, and Quinoxaline. In: JOURNAL OF ORGANIC CHEMISTRY, 79 (9). pp. 3856-3865.

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Official URL: http://dx.doi.org/10.1021/jo500294z

Abstract

Transition metal-free acylation of isoquinoline, quinoline, and quinoxaline derivatives has been developed employing a cross dehydrogenative coupling (CDC) reaction with aldehydes using substoichiometric amount of TBAB (tetrabutylammonium bromide, 30 mol %) and K2S2O8 as an oxidant. This intermolecular acylation of electron-deficient heteroarenes provides an easy access and a novel acylation method of heterocyclic compounds. The application of this CDC strategy for acylation strategy has been illustrated in synthesizing isoquinoline-derived natural products.

Item Type: Journal Article
Additional Information: copyright for this article belongs to AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 09 Jun 2014 09:29
Last Modified: 09 Jun 2014 09:29
URI: http://eprints.iisc.ac.in/id/eprint/49218

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