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
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
收藏
页码:7541 / 7551
页数:11
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