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

…, T Sueda, S Goto, T Okuyama, M Ochiai

Index: Kida, Michio; Sueda, Takuya; Goto, Satoru; Okuyama, Tadashi; Ochiai, Masahito Chemical Communications, 1996 , # 16 p. 1933 - 1934

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Citation Number: 4

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.