Alkylidenation of esters on solid support and traceless synthesis of 2-substituted benzofurans

被引:30
作者
Guthrie, EJ
Macritchie, J
Hartley, RC [1 ]
机构
[1] Univ Glasgow, Dept Chem, Glasgow G12 8QQ, Lanark, Scotland
[2] Aventis Cropsci UK Ltd, Saffron Walden CB10 1XL, Essex, England
基金
英国工程与自然科学研究理事会;
关键词
solid-phase synthesis; benzofurans; titanium and compounds; thioacetals;
D O I
10.1016/S0040-4039(00)00753-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Polymer-supported esters are smoothly converted into enol ethers using a titanocene alkylidene prepared by treatment of 2-tert-butyldimethylsilyloxybenzaldehyde diphenyldithioacetal with the low valent titanium species Cp2Ti[P(OEt)(3)](2). Treatment of the enol ethers with acid leads to the release of ketones from the Wang resin in high yield. Traceless solid-phase synthesis of 2-substituted benzofurans is achieved in a three-step termination procedure. (C) 2000 Published by Elsevier Science Ltd.
引用
收藏
页码:4987 / 4990
页数:4
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