Photolysis of dimethylcarbamoyl azide in the presence of a cyclic aminimide

HH Gibson Jr, K Weissinger, A Abashawl…

Index: Gibson, Harry H.; Weissinger, Keith; Abashawl, Aida; Hall, Greg; Lawshae, Tom; et al. Journal of Organic Chemistry, 1986 , vol. 51, # 20 p. 3858 - 3861

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Citation Number: 6

Abstract

The photolysis of carbamoyl azides (1) provides a potential source of the intermediates shown in Scheme I. Certain photoexcited carbamoyl azides (2) are known to give singlet (3) and triplet (4) nitrene intermediates as well as amino isocyanates (5) via a Curtius-type rearrangement. Arylalkylcarbamoyl azides give nitrene products,'dialkylcarbamoyl azides provide a source of amino isocyanates, 2 while diary1 derivatives apparently give both ...