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

Rh(I)-Catalyzed Decarbonylation of Diynones via C-C Activation: Orthogonal Synthesis of Conjugated Diynes
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DOI:
10.1021/ol400815y
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发表时间:
2013-05-03
期刊:
影响因子:
5.2
通讯作者:
Dong, Guangbin
Dong, Guangbin
中科院分区:
化学1区
文献类型:
--
作者:
Dermenci, Alpay;Whittaker, Rachel E.;Dong, Guangbin

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利用C-C键活化作为构建C-C键的一种独特的反应方式,为制备重要的有机分子提供了新的策略。报道了一种Rh(I)催化的二炔酮C-C活化脱羰基合成对称和不对称共轭二炔的新方法。这种C-C切割策略利用了共轭炔酮的固有反应性,而不依赖于任何环应变或辅助导向基团。与典型的交叉偶联反应相比,这种炔化方法也具有正交性质。
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.