Synthetic studies for novel structure of α-nitrogenously functionalized α-fluorocarboxylic acids. II. Synthesis and some reactions of α-fluoro-α-nitrocarboxylic ester and carboxamide derivatives

Article abstract of DOI:10.1248/cpb.39.3120

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.

Full text of DOI:10.1248/cpb.39.3120

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