Highly stereoselective synthesis of (Z)-1,2-dihaloalkenes by a Pd-catalyzed hydrohalogenation of alkynyl halides.
Highly stereoselective synthesis of (Z)-1,2-dihaloalkenes by a Pd-catalyzed hydrohalogenation of alkynyl halides.
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DOI：
10.1039/c2cc31553j
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发表时间：
2012-05
影响因子：
4.9
通讯作者：
Gangguo Zhu;Dongxu Chen;Yuyi Wang;Renwei Zheng
中科院分区：
文献类型：
--
作者：
Gangguo Zhu;Dongxu Chen;Yuyi Wang;Renwei Zheng
以[（烯丙基）PdCl]（2）为催化剂，顺式，顺式-1，5-环辛烯为配体，实现了钯催化卤代炔的氢卤代反应，区域和立体选择性地合成了（Z）-1，2-二卤代烯烃。该方案的优点通过分别经由迭代交叉偶联反应或串联Diels-Alder芳构化反应组装三取代（Z）-烯炔和多官能苯而得到很好地说明。
An unprecedented Pd-catalyzed hydrohalogenation of alkynyl halides for the regio- and stereoselective synthesis of (Z)-1,2-dihaloalkenes has been realized using [(allyl)PdCl](2) as the catalyst and cis,cis-1,5-cyclooctadiene as the ligand. The advantages of this protocol are well illustrated by the assembly of trisubstituted (Z)-enynes and multifunctional benzenes via iterative cross-coupling reactions or tandem Diels-Alder-aromatization reactions, respectively.