A convenient and highly regio and stereoselective method for the synthesis of (E)-3-alkylidene isobenzofuran-1(3H)-ones (phthalides)

被引:27
作者
Mukhopadhyay, R [1 ]
Kundu, NG [1 ]
机构
[1] Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, India
关键词
alkynes; isobenzofuran-1(3H)ones; palladium catalysis;
D O I
10.1016/S0040-4020(01)00943-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Iodobenzyl alcohol on treatment with acetylenic carbinols in the presence of a palladium catalyst and copper(I) iodide as a cocatalyst afforded disubstituted alkynes. Jones oxidation of the disubstituted alkynes led to (E)-3-alkylidene isobenzofuran-1(3H)-ones in good yields in a highly regio and stereoselective manner. The E-isomers were obtained exclusively instead of the more stable Z-isomers. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9475 / 9480
页数:6
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