An Alkyne Hydroacylation Route to Highly Substituted Furans

被引：96

作者：

Lenden, Philip ^{[1
]}

Entwistle, David A. ^{[2
]}

Willis, Michael C. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

[2] Pfizer Global Res & Dev, Res API, Sandwich CT13 9NJ, Kent, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 45期

基金：

英国工程与自然科学研究理事会;

关键词：

heterogeneous catalysis; hydroacylation; oxygen heterocycles; regioselectivity; rhodium; DIRECT INTERMOLECULAR HYDROACYLATION; RHODIUM-CATALYZED HYDROACYLATION; FORMING TRANSFER HYDROGENATION; ALDEHYDE OXIDATION LEVEL; OLEFIN CROSS-METATHESIS; O-P LIGAND; BETA; GAMMA-UNSATURATED KETONES; POLYSUBSTITUTED FURANS; PROPARGYLIC ALCOHOLS; MILD CONDITIONS;

D O I：

10.1002/anie.201105795

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

More rings for your rhodium: Rhodium-catalyzed intermolecular alkyne hydroacylations deliver γ-hydroxy-α,β-enones, which can be cyclized in situ to deliver di-and trisubstituted furans. Functionalization of the intermediates using Heck chemistry allows the formation of regioisomeric furans. The use of an alternative Rh I catalyst delivers 1,4-dicarbonyl compounds and hence pyrroles, thiophenes, and pyridazines, all from the same two starting materials. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：10657 / 10660

页数：4

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