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Reduction of quinolines to 1,2,3,4-tetrahydro derivatives employing a combination of NaCNBH3 and BF3.OEt(2)

Srikrishna, Adusumilli and Reddy, Jagadeeswar T and Viswajanani, Ranganathan (1996) Reduction of quinolines to 1,2,3,4-tetrahydro derivatives employing a combination of NaCNBH3 and BF3.OEt(2). In: Tetrahedron, 52 (5). pp. 1631-1636.

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Official URL: http://dx.doi.org/10.1016/0040-4020(95)00991-4

Abstract

A regiospecific reduction of quinolines (and 1,10-phenanthroline) into the corresponding 1,2,3,4-tetrahydro derivatives using a combination of sodium cyanoborohydride and boron trifluoride etherate in refluxing methanol is described. Under the same conditions indole and acridine reduced to the corresponding dihydroderivatives, whereas acyl group transfer from oxygen to nitrogen atom is also noticed in the case of 8-acyloxyquinolines.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Elsevier Science.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 10 May 2011 08:53
Last Modified: 10 May 2011 08:53
URI: http://eprints.iisc.ernet.in/id/eprint/37508

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