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. 2014 Jun 20;79(12):5771-80.
doi: 10.1021/jo500905m. Epub 2014 Jun 3.

Reductive cross-coupling of nonaromatic, heterocyclic bromides with aryl and heteroaryl bromides

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Reductive cross-coupling of nonaromatic, heterocyclic bromides with aryl and heteroaryl bromides

Gary A Molander et al. J Org Chem. .

Abstract

Reductive cross-coupling allows the direct C-C bond formation between two organic halides without the need for preformation of an organometallic reagent. A method has been developed for the reductive cross-coupling of nonaromatic, heterocyclic bromides with aryl or heteroaryl bromides. The developed conditions use an air-stable Ni(II) source in the presence of a diamine ligand and a metal reductant to allow late-stage incorporation of saturated heterocyclic rings onto aryl halides in a functional-group tolerant manner.

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