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Molecules 2013, 18(2), 2212-2221; doi:10.3390/molecules18022212

An Efficient Chemoselective Reduction of Furan Series Unsaturated Dinitriles

1
Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences Brno, Palackeho 1/3, 612 42 Brno, Czech Republic
2
Institute of Analytical Chemistry of the Academy of Sciences of the Czech Republic, v. v. i., Veveří 97, 602 00 Brno, Czech Republic
*
Author to whom correspondence should be addressed.
Received: 14 December 2012 / Revised: 28 January 2013 / Accepted: 30 January 2013 / Published: 11 February 2013
(This article belongs to the Section Organic Synthesis)
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Abstract

An efficient reduction of double bonds conjugated with nitrile groups and acid or base sensitive furan rings with 2-phenylbenzimidazoline generated in situ has been successfully accomplished with high yields and excellent selectivity. The employed reducing agent was prepared in one step from ordinary chemicals. The other advantages of the presented method include mild and convenient reaction conditions, a benign and cost effective reagent, simple work-up and separation of the products. As this process does neither affect cyano and nitro groups nor furan rings, it is a valuable alternative when metal-catalyzed hydrogenations or borohydride reductions have failed.
Keywords: chemoselective reduction; regioselective reduction; conjugated olefins; organic hydride compounds; furan ethylenes; unsaturated dinitriles; 2-phenylbenzimidazoline chemoselective reduction; regioselective reduction; conjugated olefins; organic hydride compounds; furan ethylenes; unsaturated dinitriles; 2-phenylbenzimidazoline
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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Bobal, P.; Bobalova, J. An Efficient Chemoselective Reduction of Furan Series Unsaturated Dinitriles. Molecules 2013, 18, 2212-2221.

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