Double C-H activation during functionalization of phenyl(methyl)ketene on iridium(I) using alkynes. synthesis of 1,4-dien-3-ones

被引:37
作者
Grotjahn, DB
Hoerter, JM
Hubbard, JL
机构
[1] San Diego State Univ, Dept Chem, San Diego, CA 92182 USA
[2] Utah State Univ, Dept Chem & Biochem, Logan, UT 84322 USA
关键词
D O I
10.1021/ja048489+
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Under the influence of an Ir(I) metal fragment, the methyl group of phenyl(methyl)ketene undergoes two C-H activations in reacting with internal alkynes, giving metallacycles 3 in 86-94% yield. Treatment of 3 with CO liberates 1,4-dien-3-ones 5 in 81-93% yield, along with CO complex 4. A possible mechanism for the very selective double C-H activation-alkyne coupling is discussed. Copyright © 2004 American Chemical Society.
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页码:8866 / 8867
页数:2
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