Rh(I)-Catalyzed Decarbonylation of Diynones via C-C Activation: Orthogonal Synthesis of Conjugated Diynes

被引:91
作者
Dermenci, Alpay [1 ]
Whittaker, Rachel E. [1 ]
Dong, Guangbin [1 ]
机构
[1] Univ Texas Austin, Dept Chem & Biochem, Austin, TX 78712 USA
关键词
CARBON-CARBON BOND; CATALYZED RECONSTRUCTIVE SYNTHESIS; BITE ANGLE; CLEAVAGE; COMPLEXES; KETONES;
D O I
10.1021/ol400815y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Utilization of C-C bond activation as a unique mode of reactivity for constructing C-C bonds provides new strategies for preparing important organic molecules. Development of a Rh(I)-catalyzed C-C activation of diynones to synthesize symmetrical and unsymmetrical conjugated diynes through decarbonylation is reported. This C-C cleavage strategy takes advantage of the innate reactivity of conjugated ynones without relying on any ring strain or auxiliary directing group. This alkynation method also has orthogonal properties compared to typical cross-coupling reactions.
引用
收藏
页码:2242 / 2245
页数:4
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