Reaction of di-and trisubstituted chloroiminium chlorides with azide ion. A new" Curtius type" rearrangement

R Imhof, DW Ladner, JM Muchowski

Index: Imhof,R. et al. Journal of Organic Chemistry, 1977 , vol. 42, p. 3709 - 3713

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Citation Number: 16

Abstract

It is shown that disubstituted chloroformiminium chlorides 2 (R3= H) react with tetrabutylammonium azide (as well as other azide ion sources) to give the corresponding disubstituted cyanamides 5 presumably via the" Curtius like" rearrangement of an intermediate azidoformiminium salt 3. Certain trisubstituted chloroiminium chlorides 9 undergo a related reaction with azide ion to give 1-substituted 5-disubstituted ...

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