Nickel-catalyzed Reactions between Enone and Two Ethylenes

被引:11
|
作者
Ogoshi, Sensuke [1 ]
Nishimura, Akira [1 ]
Haba, Toshifumi [1 ]
Ohashi, Masato [1 ]
机构
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
关键词
OXIDATIVE CYCLIZATION; CONJUGATE ADDITION; KEY INTERMEDIATE; CYCLOADDITIONS; ETA(2)-ALKENE; ALDEHYDE; ALKYNES; KETONE; SYSTEM;
D O I
10.1246/cl.2009.1166
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the presence of a catalytic amount of Ni(cod)(2) and PCy3, the reaction of (E)-1-phenylbut-2-en-l-one (1a) with ethylene occurred to give three-component addition products, 1,6-enone 2a and 1,5-diketone 4a. The reaction of an enone with two ethylenes gave 2a. The reaction of two enones with an ethylene gave 4a. On the other hand, 2-methyl-1-phenylprop-2-en-1-one (1b) reacted with two ethylenes selectively to give a mixture of 2b and 3b. The reaction might proceed via oxidative cyclization of an enone and an ethylene with nickel(0).
引用
收藏
页码:1166 / 1167
页数:2
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