Sequential Pd/Ru-catalysed allenylation/olefin metathesis/1,3-dipolar cycloaddition route to novel heterocycles

被引：17

作者：

Grigg, R ^{[1
]}

Hodgson, A

Morris, J

Sridharan, V

机构：

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

[2] GlaxoSmithKline, Proc R & D, Dartford DA1 5HA, England

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 05期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/S0040-4039(02)02736-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel sequential palladium/ruthenium-catalysed four component process is described involving carbonylation of an aryl/heteroaryl iodide followed by allenylation to generate (pi-allyl) palladium species which are intercepted by nitrogen nucleophiles to afford 1,6-dienes. Subsequent Ring-Closing Metathesis (RCM) affords C-acyl-N-heterocycles in good yield. These heterocycles proved to be active dipolarophiles in sequential and cascade 1,3-dipolar cycloaddition reactions (1,3-DC) as exemplified by reactions with nitrones and azomethine ylides. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：1023 / 1026

页数：4

共 19 条

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