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Copper-Catalyzed Oxidative Transformation of Secondary Alcohols to 1,5-Disubstituted Tetrazoles

Rokade, Balaji V and Gadde, Karthik and Prabhu, Kandikere Ramaiah (2014) Copper-Catalyzed Oxidative Transformation of Secondary Alcohols to 1,5-Disubstituted Tetrazoles. In: ADVANCED SYNTHESIS & CATALYSIS, 356 (5). pp. 946-950.

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Official URL: http://dx.doi.org/10.1002/adsc.201300863

Abstract

A mild and convenient oxidative transformation of secondary alcohols to 1,5-disubstituted tetrazoles is uncovered by employing trimethylsilyl azide (TMSN3) as a nitrogen source in the presence of a catalytic amount of copper(II) perchlorate hexahydrate Cu(ClO4)(2)(.)6H(2)O] (5mol%) and 2,3-dichloro-5,6-dicyano-para-benzoquinone (DDQ) (1.2equiv.) as an oxidant. This reaction is performed under ambient conditions and proceeds through CC bond cleavage.

Item Type: Journal Article
Publication: ADVANCED SYNTHESIS & CATALYSIS
Publisher: WILEY-V C H VERLAG GMBH
Additional Information: Copyright for this article belongs to the WILEY-V C H VERLAG GMBH, GERMANY
Keywords: alcohols; azides; copper; regioselectivity; tetrazoles
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 19 May 2014 05:28
Last Modified: 19 May 2014 05:28
URI: http://eprints.iisc.ac.in/id/eprint/49101

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