Palladium catalysed tandem cyclisation-anion capture. Part 5: Cascade hydrostannylation-bis-cyclisation-intramolecular anion capture. Synthesis of bridged- and spiro-cyclic small and macrocyclic heterocycles

被引：33

作者：

Casaschi, A

Grigg, R ^{[1
]}

Sansano, JM

Wilson, D

Redpath, J

机构：

[1] Univ Leeds, Sch Chem, Mol Innovat Divers & Automates Synthesis, Leeds LS2 9JT, W Yorkshire, England

[2] Organon Labs, Newhouse ML1 5SH, Lanark, Scotland

来源：

TETRAHEDRON | 2000年 / 56卷 / 38期

基金：

英国工程与自然科学研究理事会;

关键词：

cascade reactions; Pd catalysis; hydrostannylation; Stille coupling; cyclisation;

D O I：

10.1016/S0040-4020(00)00660-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of O- and N-alpha,omega-enyne derivatives of 2-iodoarylethers and 2-iodoarylamides undergo palladium catalysed cascade hydrostannylation of the omega-alkyne moiety at 0-25 degrees C followed by bis-cyclisation at 100-110 degrees C terminating in intramolecular sp(3)-sp(2) Stille coupling. These cascades provide a wide range of 5/6 and 5/12-17 membered bicyclic spiro- and bridged-ring heterocycles. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：7541 / 7551

页数：11

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