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Nickel-catalyzed divergent Mizoroki–Heck reaction of 1,3-dienes
Nature Communications ( IF 14.7 ) Pub Date : 2023-02-06 , DOI: 10.1038/s41467-023-36237-1
Wei-Song Zhang 1, 2 , Ding-Wei Ji 1 , Ying Li 1, 2 , Xiang-Xin Zhang 1, 2 , Yong-Kang Mei 1, 2 , Bing-Zhi Chen 1, 2 , Qing-An Chen 1, 2
Affiliation  

Developing efficient strategies to realize divergent arylation of dienes has been a long-standing synthetic challenge. Herein, a nickel catalyzed divergent Mizoroki–Heck reaction of 1,3-dienes has been demonstrated through the regulation of ligands and additives. In the presence of Mn/NEt3, the Mizoroki–Heck reaction of dienes delivers linear products under Ni(dppe)Cl2 catalysis in high regio- and stereoselectivities. With the help of catalytic amount of organoboron and NaF, the use of bulky ligand IPr diverts the selectivity from linear products to branched products. Highly aryl-substituted compounds can be transformed from dispersive Mizoroki–Heck products programmatically. Preliminary experimental studies are carried out to elucidate the role of additives.



中文翻译:

镍催化的 1,3-二烯的发散 Mizoroki–Heck 反应

开发有效的策略以实现二烯的发散芳基化一直是一项长期存在的合成挑战。在此,通过配体和添加剂的调节,证明了镍催化的 1,3-二烯的发散 Mizoroki-Heck 反应。在 Mn/NEt 3存在下,二烯的 Mizoroki–Heck 反应在 Ni(dppe)Cl 2催化下以高区域选择性和立体选择性提供线性产物。在催化量的有机硼和 NaF 的帮助下,大体积配体 IPr 的使用将选择性从线性产物转移到支化产物。高度芳基取代的化合物可以通过编程方式从分散的 Mizoroki–Heck 产品中转化而来。进行初步实验研究以阐明添加剂的作用。

更新日期:2023-02-07
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