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Methyl hydrazinocarboxylate as a practical alternative to hydrazine in the Wolff–Kishner reaction

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Cranwell, P. B. ORCID: https://orcid.org/0000-0001-7156-5576, Russell, A. T. and Smith, C. D. ORCID: https://orcid.org/0000-0002-5911-5836 (2016) Methyl hydrazinocarboxylate as a practical alternative to hydrazine in the Wolff–Kishner reaction. Synlett, 27 (1). pp. 131-135. ISSN 0936-5214

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To link to this item DOI: 10.1055/s-0035-1560805

Abstract/Summary

Herein we describe a facile protocol for the reduction of aromatic ketones and aldehydes to the corresponding methylene unit. The procedure involves isolation of a carbomethoxyhydrazone intermediate that is easily decomposed to the reduced product without the requirement for large quantities of pernicious hydrazine.

Item Type:Article
Refereed:Yes
Divisions:Interdisciplinary centres and themes > Chemical Analysis Facility (CAF)
Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:46749
Uncontrolled Keywords:reduction - aldehydes - ketones - heterocycles - hydrazones - alkanes
Publisher:Thieme
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