Ceric(IV) ammonium nitrate in the selective conversion of hydrazides to esters

Hydrazides were treated with ceric(IV) ammonium nitrate (CAN) in the presence of the appropriate alcohol as a nucleophile to afford esters in good yields. Reactions took place exclusively at the hydrazino moiety even when other sensitive groups were present in either of the partners. Graphic

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Bibliographic Details
Published in:Tetrahedron letters 1999-06, Vol.40 (23), p.4429-4432
Main Authors: Štefane, Bogdan, Kočevar, Marijan, Polanc, Slovenko
Format: Article
Language:English
Subjects:
ceric(IV) ammonium nitrate
esters
hydrazides
selective oxidation
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Description
Summary:Hydrazides were treated with ceric(IV) ammonium nitrate (CAN) in the presence of the appropriate alcohol as a nucleophile to afford esters in good yields. Reactions took place exclusively at the hydrazino moiety even when other sensitive groups were present in either of the partners. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(99)00764-9