ChemInform Abstract: Reactions of (1-Diazo-2-oxoalkyl)silanes with 3H-1,2,3,4-Triazaphospholes: A Route to Short-Lived 4-Imino-1,2,4(λ5)-diazaphospholes.
Abstract
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ChemInform Abstract
Reaction of diazooxoalkylsilanes (II), which are in equilibrium to diazosilyloxyalkenes (VI), with N-phenyltriazaphospholes (I) starts with [3 + 2] cycloaddition to give a bicyclic dihydrotriazaphosphole adduct, which eliminates nitrogen to afford the title iminodiazaphosphole intermediate. Cyclodimerization of this imine then gives the diazadiphosphetidine derivatives (III). In contrast, the analogous iminodiazaphosphole intermediate, obtained from diazooxoalkylsilanes (II) and N-alkoxycarbonyltriazaphospholes (IV), undergoes 1,3(C→P)alkoxide migration to furnish diazaphospholes (V) in moderate yields.
