The cycloaddition reactions of 2-ethoxy-3-phenylvinylketene iron(0) with alkynes to yield catechol derivatives

被引:11
作者
Darbasie, ND [1 ]
Schnatter, WFK [1 ]
Warner, KF [1 ]
Manolache, N [1 ]
机构
[1] Long Isl Univ, Dept Chem & Biochem, Brooklyn, NY 11201 USA
关键词
vinylketene complex; iron; cycloaddition; alkynes; phenols;
D O I
10.1016/j.tetlet.2005.11.140
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Tricarbonyl(3-ethoxy-4-phenyl-1-oxa-1,2,4-pentatrienone) iron(0) reacts with a variety of electron deficient and electron rich alkynes to produce catechol monoethyl ethers in moderate to good yield. Steric hindrance of the alkyne often exerts a stronger influence than electronic factors in determining the product distribution. The reaction with several alkyl, silyl, and aryl alkynes produced alkyne trimers as the major products. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:963 / 966
页数:4
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