Copper-Catalyzed Domino Rearrangement/Dehydrogenation Oxidation/Carbene Oxidation for One-Pot Regiospecific Synthesis of Highly Functionalized Polysubstituted Furans

被引：119

作者：

Cao, Hua ^{[1
]}

Jiang, Huanfeng ^{[1
]}

Yao, Wenjuan ^{[1
]}

Liu, Xiaohang ^{[1
]}

机构：

[1] S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510640, Peoples R China

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 09期

关键词：

FISCHER CARBENE COMPLEXES; ORGANIC-SYNTHESIS; (2-FURYL)CARBENE COMPLEXES; SUBSTITUTED FURANS; CYCLIZATION; CYCLOPROPANATION; ALCOHOLS; KETONES; ESTERS;

D O I：

10.1021/ol900364y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and efficient method for the regiospecific synthesis of polysubstituted furan aldehydes/ketones has been developed via a copper(I)-catalyzed rearrangement/dehydrogenation oxidation/carbene oxidation sequence of 1,5-enynes in situ formed from alkynols and diethyl but-2-ynedioate under atmospheric pressure. The domino reaction proceeds smoothly under mild conditions with commercially available catalysts and affords highly functionalized furans in moderate to good yields.

引用

页码：1931 / 1933

页数：3

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