Tetrahedron

Phosphorus compounds with unusual coordination-20 1. 1, 2, 3, 4-triazaphospholes by [3+ 2]-cycloaddition of azides to a stable phosphaalkyne

W Rösch, T Facklam, M Regitz

Index: Roesch, Wolfgang; Facklam, Thomas; Regitz, Manfred Tetrahedron, 1987 , vol. 43, # 14 p. 3247 - 3256

Full Text: HTML

Citation Number: 24

Abstract

The azides 2a-i undergo regiospecific [3+ 2]-cycloaddition with the phospha-alkyne 1 to form the l, 2, 3, 4-triazaphospholes 3a-i; in the case of the reaction with 2J, an additional silyl shift occurs resulting in the formation of 4j. The latter product can by hydrolyzed to 6 which has also been prepared independently from 1 and hydrazoic acid (7). Flash vacuum pyrolyses of the 1, 2, 3, 4-triazaphospholes 3c and 3e produce mixtures of the isomers 13a, b and 14a, ...