Catalyst-Free Hydrogenation of Alkenes and Alkynes with Hydrazine in the Presence of Oxygen

Nurettin Menges; Metin Balci

doi:10.1055/s-0033-1340554

Synlett, Inhaltsverzeichnis

Synlett 2014; 25(5): 671-676
DOI: 10.1055/s-0033-1340554

letter

Catalyst-Free Hydrogenation of Alkenes and Alkynes with Hydrazine in the Presence of Oxygen

Authors

Nurettin Menges

^aDepartment of Chemistry, Middle East Technical University, 06531 Ankara, Turkey, Fax: +90(312)2103200 eMail: mbalci@metu.edu.tr

^bFaculty of Pharmacy, Yüzüncüyil University, 65080 Van, Turkey
Metin Balci*

^aDepartment of Chemistry, Middle East Technical University, 06531 Ankara, Turkey, Fax: +90(312)2103200 eMail: mbalci@metu.edu.tr

Abstract

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Abstract

A series of alkenes and alkynes was subjected to reduction with hydrazine hydrate in ethanol in the presence of oxygen. An efficient method was developed for the reduction of C–C double bonds and C–C triple bonds with diimide, generated in situ from hydrazine hydrate by oxidation with oxygen. The reduction process proceeded for 24–48 hours with high chemoselectivity and excellent yields. This reduction procedure offers synthetic advantages over metal-catalyzed hydrogenation as well as other systems.

Key words

reduction - oxidation - hydrazine - hydrogenation - diimide

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Referenzen

References and Notes
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