Sequential azomethine imine cycloaddition-palladium catalysed cyclisation processes

被引：27

作者：

Fishwick, CWG ^{[1
]}

Grigg, R ^{[1
]}

Sridharan, V ^{[1
]}

Virica, J ^{[1
]}

机构：

[1] Univ Leeds, MIDAS Ctr, Sch Chem, Leeds LS2 9JT, W Yorkshire, England

来源：

TETRAHEDRON | 2003年 / 59卷 / 24期

关键词：

azomethine imine; cycloaddition; palladium; cyclisation;

D O I：

10.1016/S0040-4020(03)00517-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In situ generation of azomethine imines from aryl/heteroaryl aldehydes and N,N'-disubstituted hydrazines followed by cycloaddition to N-methylmaleimide generates pyrazolidines, which undergo Pd(0) catalysed cyclisation involving the aldehyde and hydrazine substituents, with formation of 6-8 membered rings in good yield. AMI calculations indicate the preferred configuration of the azomethine imines involved and identify the most likely cycloaddition transition states. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：4451 / 4468

页数：18

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