The vilsmeier cyclization of azides. Synthesis of oxazoles and vinyl azides from 2-azidoacetophenones.

被引：29

作者：

Majo, VJ ^{[1
]}

Perumal, PT ^{[1
]}

机构：

[1] CENT LEATHER RES INST,DIV ORGAN CHEM,CHENNAI 600020,INDIA

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 39期

关键词：

D O I：

10.1016/S0040-4039(97)01587-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of 5-aryloxazole-4-carboxaldehydes was accomplished by an unprecedented Vilsmeier cyclization of 2-azidoacetophenones. One-pot synthesis of these oxazolecarboxaldehydes from 2-bromoacetophenones by dehaloazidation-Vilsmeier cyclization reaction sequence provided better yields. The treatment of 2-azidoacetophenones with Vilsmeier reagent (DMF/POCl3) at rt resulted in the exclusive formation of alpha-azido-beta-chlorovinyl azides in moderate yields. (C) 1997 Elsevier Science Ltd.

引用

页码：6889 / 6892

页数：4

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