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

被引：118
|
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.
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页码：1931 / 1933
页数：3
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