J. Chem. Soc., Perkin Trans. 1

Vilsmeier formylation of tert-anilines: dibenzo [b, f][1, 5] diazocines and quinazolinium salts via the 't-amino effect'1

Y Cheng, O Meth-Cohn, D Taylor

Index: Cheng, Ying; Meth-Cohn, Otto; Taylor, David Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 7 p. 1257 - 1262

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Citation Number: 18

Abstract

The attempted Vilsmeier-formylation of-substituted,-dimethylanilines 1 with-formyl-- alkylarylamides 2 unexpectedly gives dibenzo [,[][]][1, 5] diazocines 5 in 26–74% yield. This reaction proceeds by Vilsmeier formylation to the dimethylamino group of 1 followed by hydride migration from the-methyl group to the new