Synthetic Studies for Novel Structure of .ALPHA.-Nitrogenously Functionalized .ALPHA.-Fluorocarboxylic Acids II. Synthesis and Some Reactions of .ALPHA.-Fluoro-.ALPHA.-nitrocarboxylic Ester and Carboxamide Derivatives.
- 1 January 1991
- journal article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 39 (12) , 3120-3122
- https://doi.org/10.1248/cpb.39.3120
Abstract
The first synthesis of α-fluoro-α-nitrocarboxamides 11b, c has been achieved by ammonolysis of the corresponding ethyl esters 6b, c. However, α-fluoro-α-nitrocarboxylic acids 8a-c derived from the corresponding esters 6a-c were found to decarboxylate readily to form 1-fluoro-1-nitroalkanes 9a-c. Reduction of the α-fluoro-α-nitrocarboxamide derivatives 11b, c produced the defluorination products 12b, c instead of the desired novel α-fluoro-α-aminocarboxamide 2.Keywords
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