VILSMEIER FORMYLATION OF PARASUBSTITUTED TERT-ANILINES RESULTS IN DIBENZO[1,5]DIAZOCINES OR QUINAZOLINIUM SALTS - A REMARKABLE EXAMPLE OF THE T-AMINO EFFECT

被引：45

作者：

METHCOHN, O

TAYLOR, DL

机构：

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1995年 / 14期

关键词：

D O I：

10.1039/c39950001463

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Formylation of para-substituted tert-anilines with various N-formylated sec-anilines dagger in phosphoryl chloride results in ortho-formylation followed by cyclisation of the iminium salt to the adjacent tert-amino alpha-position by way of the 't-amino effect' giving dibenzo[b,f][1,5]diazocines; in a similar manner, with N-formylated sec-aliphatic amines, quinazolinium salts are formed while bulky formanilides give the expected ortho-formylated tert-aniline.

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页码：1463 / 1464

页数：2

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