Palladium-Catalyzed Dienylation of Haloalkynes using 2,3-Butadienyl Acetates: A Facile Access to (1Z)-1,2-Dihalo-3-vinyl-1,3-dienes

Palladium-Catalyzed Dienylation of Haloalkynes using 2,3-Butadienyl Acetates: A Facile Access to (1Z)-1,2-Dihalo-3-vinyl-1,3-dienes
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使用乙酸 2,3-丁二烯酯进行钯催化的卤代炔二烯基化:轻松获得 (1Z)-1,2-二卤-3-乙烯基-1,3-二烯

DOI:
10.1002/adsc.201100113
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发表时间:
2011-06-01
影响因子:
5.4
通讯作者:
Zhu, Gangguo
Zhu, Gangguo
中科院分区:
化学2区
文献类型:
--
作者:
Chen, Dongxu;Chen, Xiaoyi;Zhu, Gangguo

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以钯催化的卤代炔和2,3-丁二烯基乙酸酯为原料,发展了一种高效、立体选择性合成(1 Z)-1,2-二卤代-3-乙烯基-1,3-二烯的方法。使用Diels-Alder/芳构化序列将所得产物顺利转化为顺式-1,2-二卤代苯乙烯衍生物。
A highly efficient and stereoselective method for the synthesis of (1Z)-1,2-dihalo-3-vinyl-1,3-dienes featuring palladium-catalyzed coupling of haloalkynes and 2,3-butadienyl acetates was developed. The resulting products were smoothly converted into cis-1,2-dihalostyrene derivatives using the Diels-Alder/aromatization sequence.