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Palladium-catalyzed, ring-forming aromatic C-H alkylations with unactivated alkyl halides.

ABSTRACT: A catalytic C-H alkylation using unactivated alkyl halides and a variety of arenes and heteroarenes is described. This ring-forming process is successful with a variety of unactivated primary and secondary alkyl halides, including those with ?-hydrogens. In contrast to standard polar or radical cyclizations of aromatic systems, electronic activation of the substrate is not required. The mild, catalytic reaction conditions are highly functional group tolerant and facilitate access to a diverse range of synthetically and medicinally important carbocyclic and heterocyclic systems.

SUBMITTER: Venning AR

PROVIDER: S-EPMC4401995 | biostudies-literature | 2015 Mar

REPOSITORIES: biostudies-literature

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Palladium-catalyzed, ring-forming aromatic C-H alkylations with unactivated alkyl halides.

Venning Alexander R O AR Bohan Patrick T PT Alexanian Erik J EJ

Journal of the American Chemical Society 20150316 11

A catalytic C-H alkylation using unactivated alkyl halides and a variety of arenes and heteroarenes is described. This ring-forming process is successful with a variety of unactivated primary and secondary alkyl halides, including those with β-hydrogens. In contrast to standard polar or radical cyclizations of aromatic systems, electronic activation of the substrate is not required. The mild, catalytic reaction conditions are highly functional group tolerant and facilitate access to a diverse ra ...[more]

PMID: 25746442

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