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Palladium-catalyzed remote para-C-H activation of arenes assisted by a recyclable pyridine-based template.

ABSTRACT: Direct para-selective C-H functionalization of arenes remains a daunting challenge and is still significantly restricted to a few scaffolds. Herein, we report an unprecedented pyridine-based para-directing template (DT) assisted, Pd-catalyzed para-C-H alkenylation of three classes of arenes, i.e. phenylpropanoic acids, 2-phenyl benzoic acids and benzyl alcohols, with a series of alkenes including perfluoroalkenes. Notably, the pyridine-based para-DT could be easily synthesized and readily recycled under mild conditions. These results may find application in rapid construction of para-substituted arenes and stimulate the exploration of novel methods for para-C-H functionalization of arenes.

SUBMITTER: Chen X

PROVIDER: S-EPMC8179498 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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Palladium-catalyzed remote para-C-H activation of arenes assisted by a recyclable pyridine-based template.

Chen Xiaoxi X Fan Shuai S Zhang Meng M Gao Yuzhen Y Li Shangda S Li Gang G

Chemical science 20210202 11

Direct para-selective C-H functionalization of arenes remains a daunting challenge and is still significantly restricted to a few scaffolds. Herein, we report an unprecedented pyridine-based para-directing template (DT) assisted, Pd-catalyzed para-C-H alkenylation of three classes of arenes, i.e. phenylpropanoic acids, 2-phenyl benzoic acids and benzyl alcohols, with a series of alkenes including perfluoroalkenes. Notably, the pyridine-based para-DT could be ea ...[more]

PMID: 34163684

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