Iron(III) chloride-catalysed direct nucleophilic α-substitution of Morita-Baylis-Hillman alcohols with alcohols, arenes, 1,3-dicarbonyl compounds, and thiols

被引：40

作者：

Zhang, Xiaoxiang ^{[1
]}

Rao, Weidong ^{[1
]}

Chan, Sally Wai Hong ^{[1
]}

Chan, Philip Wai Hong ^{[1
]}

机构：

[1] Nanyang Technol Univ, Sch Math & Phys Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2009年 / 7卷 / 20期

关键词：

EFFICIENT STEREOSELECTIVE-SYNTHESIS; FRIEDEL-CRAFTS ALKYLATION; ONE-STEP SYNTHESIS; ALLYLIC ALCOHOLS; FACILE SYNTHESIS; PROPARGYLIC ALCOHOLS; BENZYLIC ALCOHOLS; DIRECT AMINATION; METAL CATALYSIS; TANDEM REACTION;

D O I：

10.1039/b908447a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general and efficient direct method for the alpha-substitution of Morita-Baylis-Hillman alcohols with carbon-and heteroatom-centred nucleophiles such as alcohols, arenes, 1,3-dicarbonyl compounds, and thiols in the presence of FeCl3 center dot 6H(2)O as catalyst has been developed. The reaction is operationally straightforward, accomplished in good to excellent product yields (40-99%) and with exclusive alpha-regioselectivity under mild conditions that did not need an inert and moisture-free environment.

引用

页码：4186 / 4193

页数：8

共 23 条

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