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Title: Cobalt-catalyzed ortho alkylation of aromatic imines with primary and secondary alkyl halides
Authors: Gao, Ke
Yoshikai, Naohiko
Keywords: DRNTU::Science::Chemistry::Organic chemistry
Issue Date: 2013
Source: Gao, K., & Yoshikai, N. (2013). Cobalt-catalyzed ortho alkylation of aromatic imines with primary and secondary alkyl halides. Journal of the American chemical society, 135(25), 9279-9282.
Series/Report no.: Journal of the American chemical society
Abstract: We report here cobalt–N-heterocyclic carbene catalytic systems for the ortho alkylation of aromatic imines with alkyl chlorides and bromides, which allows the introduction of a variety of primary and secondary alkyl groups at room temperature. The stereochemical outcomes of the reaction of secondary alkyl halides suggest that the present reaction involves single-electron transfer from a cobalt species to the alkyl halide to generate the corresponding alkyl radical. A cycloalkylated product obtained by this method can be transformed into unique spirocycles through manipulation of the directing and cycloalkyl groups.
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Appears in Collections:SPMS Journal Articles

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