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Palladium-catalysed coupling of α-halo vinylphosphonate and α-phosphonovinyl sulfonate with alkylzincs: straightforward and versatile synthesis of α-alkyl vinylphosphonates†
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2018-03-01 00:00:00 , DOI: 10.1039/c8qo00156a
Li Zhang 1, 2, 3, 4 , Yewen Fang 4, 5, 6, 7, 8 , Xiaoping Jin 4, 9, 10, 11 , Ting Guo 4, 12, 13, 14 , Ruifeng Li 1, 2, 3, 4 , Yan Li 4, 12, 13, 14 , Xie Li 4, 5, 6, 7 , Qilin Ye 4, 5, 6, 7 , Xiang Luo 4, 5, 6, 7
Affiliation  

With α-(pseudo)halo vinylphosphonate as the electrophilic coupling partner, a variety of alkyl- and benzylic zinc reagents underwent vinylation reactions to produce α-alkyl vinylphosphonates. This unprecedented Pd-catalysed Negishi coupling features mild reaction conditions, high functional group tolerance, broad substrate scope, retention of the olefin geometry, and easy gram-scale synthesis.

中文翻译:

钯催化的α-卤代乙烯基膦酸酯和α-膦酰基乙烯基磺酸酯与烷基锌的偶联:α-烷基乙烯基膦酸酯的直接,通用的合成

以α-(伪)卤代乙烯基膦酸酯为亲电子偶合体,各种烷基锌和苄基锌试剂进行乙烯基化反应以生成α-烷基乙烯基膦酸酯。这种前所未有的Pd催化的Negishi偶联具有温和的反应条件,较高的官能团耐受性,宽泛的底物范围,保留了烯烃的几何形状以及容易的克级合成。
更新日期:2018-03-01
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