Participation of neighbouring amide group in the competitive acid catalysed hydrolysis of ether linkage and an intramolecular S(N)2 reactions .2.

被引：10

作者：

Arcelli, A ^{[1
]}

Papa, M ^{[1
]}

Porzi, G ^{[1
]}

Sandri, S ^{[1
]}

机构：

[1] DIPARTIMENTO CHIM G CIAMICIAN,I-40126 BOLOGNA,ITALY

来源：

TETRAHEDRON | 1997年 / 53卷 / 30期

关键词：

D O I：

10.1016/S0040-4020(97)00662-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The substrate 1 was submitted to acid hydrolysis and two reaction products (2,3) were obtained in competitive reactions (a parallel pathway). The experimental data, elaborated by using the expressions for the parallel first-order reactions, showed the formation of 3 (an intramolecular cyclization) about three-fold slower than 2 (the previously observed hydrolytic cleavage of ether linkage). Both the reactions appear to be assisted by the protonated neighbouring amide group. (C) 1997 Elsevier Science Ltd.

引用

页码：10513 / 10516

页数：4

共 6 条

[1] CATALYTIC INTRAMOLECULAR PARTICIPATION OF AMIDE GROUP IN THE ACID-HYDROLYSIS OF METHYL-ETHER LINKAGE [J].