IN-SITU NMR SPECTROSCOPIC STUDIES OF ANILINE ORTHO ACYLATION (SUGASAWA REACTION) - THE NATURE OF REACTION INTERMEDIATES AND LEWIS-ACID INFLUENCE ON YIELD

被引：27

作者：

DOUGLAS, AW

ABRAMSON, NL

HOUPIS, IN

KARADY, S

MOLINA, A

XAVIER, LC

YASUDA, N

机构：

[1] Department of Process Research Merck Research Laboratories Merck, Co. Inc, Rahway, NJ 07065

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 37期

关键词：

D O I：

10.1016/0040-4039(94)85010-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ortho acylation of anilines by nitriles in the presence of BCl3 and a second Lewis acid appear to proceed through an intermediate 'supercomplex' including ail four components. Yield improvements were obtained based on recognition that chloride affinity of the second Lewis acid governs supercomplex formation. Aniline protonation was found to be the cause of incomplete reaction.

引用

页码：6807 / 6810

页数：4

共 6 条

[1] MULTINUCLEAR STUDIES OF ALUMINUM COMPOUNDS [J].