Sonogashira Reactions with Propyne: Facile Synthesis of 4-Hydroxy-2-methylbenzofurans from Iodoresorcinols

被引：21

作者：

Berliner, Martin A. ^{[1
]}

Cordi, Eric M. ^{[2
]}

Dunetz, Joshua R. ^{[1
]}

Price, Kristin E. ^{[2
]}

机构：

[1] Pfizer Global Res & Dev, Res API, Pharmaceut Sci, Groton, CT 06340 USA

[2] Pfizer Global Res & Dev, Technol API, Pharmaceut Sci, Groton, CT 06340 USA

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2010年 / 14卷 / 01期

关键词：

CATALYZED SYNTHESIS; DERIVATIVES; SUZUKI; VERSATILE; ANALOGS; OLEFINS;

D O I：

10.1021/op900263b

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The Sonogashira reaction of terminal alkynes and ortho-halophenols with subsequent cyclization is a well-precedented method for the synthesis of substituted benzofurans. Here we describe the extension of this method to the coupling of 2-iodoresorcinols and terminal alkynes, including propyne, to give 4-hydroxy-2-substituted benzofurans. In particular, we describe the screening, method development, and scaleup of the reaction with propyne using standard hydrogenation equipment.

引用

页码：180 / 187

页数：8

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