Synthesis of New Vinyl Thiocyanates by [3, 3] Sigmatropic Rearrangement of Isothiocyanates
K Banert, M Hagedorn, A Müller
Index: Banert, Klaus; Hagedorn, Manfred; Mueller, Anett European Journal of Organic Chemistry, 2001 , # 6 p. 1089 - 1103
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Citation Number: 15
Abstract
Abstract Propargyl isothiocyanates 3 and buta-2, 3-dienyl isothiocyanates 20 were prepared conventionally from amines and thiophosgene, or by a new, one-pot procedure using nucleophilic substitution to generate azides, which in turn served as the starting materials for a Staudinger reaction, followed by treatment of the resulting iminophosphoranes or iminophosphates with CS 2. Equilibration, through a [3, 3] sigmatropic rearrangement, of 3 ...
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