Nickel-catalyzed divergent Mizoroki–Heck reaction of 1,3-dienes

Wei-Song Zhang, Ding-Wei Ji, Ying Li, Xiang-Xin Zhang, Yong-Kang Mei, Bing-Zhi Chen and Qing-An Chen ()
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Wei-Song Zhang: Chinese Academy of Sciences
Ding-Wei Ji: Chinese Academy of Sciences
Ying Li: Chinese Academy of Sciences
Xiang-Xin Zhang: Chinese Academy of Sciences
Yong-Kang Mei: Chinese Academy of Sciences
Bing-Zhi Chen: Chinese Academy of Sciences
Qing-An Chen: Chinese Academy of Sciences

Nature Communications, 2023, vol. 14, issue 1, 1-10

Abstract: Abstract 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.

Date: 2023
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DOI: 10.1038/s41467-023-36237-1

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