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通过Cp*Co(III)催化的C-H键活化合成含氟6-芳基嘌呤衍生物

Synthesis of Fluorine-Containing 6-Arylpurine Derivatives via Cp*Co(III)-Catalyzed C-H Bond Activation.

作者信息

Murakami Nanami, Yoshida Misaki, Yoshino Tatsuhiko, Matsunaga Shigeki

机构信息

Faculty of Pharmaceutical Sciences, Hokkaido University.

出版信息

Chem Pharm Bull (Tokyo). 2018;66(1):51-54. doi: 10.1248/cpb.c17-00797.

Abstract

CpCo(III)-catalyzed (Cp=pentamethylcyclopentadienyl) C-H bond functionalization of 6-arylpurines using gem-difluoroalkenes and allyl fluorides is described. The reaction with gem-difluoroalkenes afforded monofluoroalkenes with high (Z)-selectivity, while the reaction with allyl fluorides led to C-H allylation in moderate (Z)-selectivity. Both reactions proceeded using a user-friendly single-component catalyst Cp*Co(CHCN) in fluorinated alcohol solvents without any additives. Robustness was also demonstrated by a preparative-scale reaction under air.

摘要

描述了使用偕二氟烯烃和烯丙基氟化物对6-芳基嘌呤进行CpCo(III)催化(Cp = 五甲基环戊二烯基)的C-H键官能化反应。与偕二氟烯烃的反应以高(Z)-选择性得到单氟烯烃,而与烯丙基氟化物的反应则以中等(Z)-选择性实现C-H烯丙基化反应。这两种反应均使用对用户友好的单组分催化剂Cp*Co(CHCN)在氟化醇溶剂中进行,无需任何添加剂。在空气中进行的制备规模反应也证明了该反应的稳健性。

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