Issue 16, 1996

Synthesis and nucleophilic substitution of allenyl(m-nitrophenyl)iodanes as a new propynyl cation-equivalent species: synthesis of propynyl ethers, esters, and amides

Abstract

Treatment of diacetoxy(m-nitrophenyl)iodane with propynylsilanes in the presence of BF3·Et2O gives allenyl(m-nitrophenyl)iodanes, which act as propynyl cation-equivalent species and undergo regioselective nucleophilic substitution with alcohols, carboxylic acids and nitriles to give propynyl ethers, esters and amides.

Article information

Article type
Paper

Chem. Commun., 1996, 1933-1934

Synthesis and nucleophilic substitution of allenyl(m-nitrophenyl)iodanes as a new propynyl cation-equivalent species: synthesis of propynyl ethers, esters, and amides

M. Kida, T. Sueda, S. Goto, T. Okuyama and M. Ochiai, Chem. Commun., 1996, 1933 DOI: 10.1039/CC9960001933

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