Catalytic, Directed C-C Bond Functionalization of Styrenes

Catalytic, Directed C-C Bond Functionalization of Styrenes
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DOI:
10.1021/jacs.0c02232
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发表时间:
2020-04-22
影响因子:
15
通讯作者:
Kakiuchi, Fumitoshi
Kakiuchi, Fumitoshi
中科院分区:
化学1区
文献类型:
--
作者:
Onodera, Shunsuke;Togashi, Ryo;Kakiuchi, Fumitoshi

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研究了苯乙烯衍生物中C(芳基)-C(烯基)键催化转化为新的C-C键的方法。在铑催化剂的存在下,带有吡唑基导向基团的苯乙烯的烯基在与包括苯乙烯、脂肪烯烃和烯丙醇在内的各种烯烃反应时有效地转化为其他碳取代基。研究还表明,C-C键的裂解是通过金属氢化/碳消除途径进行的。
A method for catalytic conversion of C(aryl)-C(alkenyl) bonds in styrene derivatives to new C-C bonds is developed. In the presence of a rhodium catalyst, the alkenyl groups of styrenes bearing a pyrazolyl directing group were efficiently converted to other carbon substituents upon reacting with various alkenes including styrenes, aliphatic alkenes, and allyl alcohols. It is also indicated that the C-C bond cleavage proceeded via a hydrometalation/beta-carbon elimination pathway.