Pd(II)-bipyridine catalyzed conjugate addition of arylboronic acid to α,β-unsaturated carbonyl compounds
Pd(II)-bipyridine catalyzed conjugate addition of arylboronic acid to α,β-unsaturated carbonyl compounds
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DOI：
10.1021/jo051561h
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发表时间：
2005-11-11
影响因子：
3.6
通讯作者：
Lin, SH
中科院分区：
文献类型：
--
作者：
Lu, XY;Lin, SH
[图形]在2,2'-联吡啶存在下，Pd（II）催化芳基硼酸与α、β -不饱和酮、醛、酯等的共轭加成反应。提出了一种涉及金属转化、碳碳双键插入C-Pd键以及生成的C-Pd键质子解的机制。反应条件温和，产率高。2,2'-联吡啶的存在对抑制-氢化物的消除至关重要。
[GRAPHICS]A Pd(II)-catalyzed conjugate addition of arylboronic acid to alpha,beta-unsaturated ketones, aldehydes, esters, etc. in the presence of 2,2'-bipyridine was developed. A mechanism involving transmetalation, insertion of the carbon-carbon double bond into the C-Pd bond, and protonolysis of the resulting C-Pd bond is proposed. The reaction conditions are mild and the yield is high. The presence of 2,2'-bipyridine is crucial for the reaction to inhibit beta-hydride elimination.