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J Org Chem. 2012 Dec 7;77(23):10991-5. doi: 10.1021/jo302207b. Epub 2012 Nov 20.

Synthesis of diarylmethanes via metal-free reductive cross-coupling of diarylborinic acids with tosyl hydrazones.

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1
Department of Fine Chemicals, East China University of Science & Technology, 130 Meilong Road, Shanghai, China.

Abstract

This paper describes a practical and efficient procedure that takes advantage of diarylborinic acids as a cost-effective alternative to arylboronic acids for synthesis of diarylmethanes through metal-free reductive cross-coupling with N-tosylhydrazones of aromatic aldehydes and ketones. The procedure tolerates hydroxyl, halide, amine, and allyl functionality, complementary to the transition-metal catalyzed cross-coupling techniques.

PMID:
23145467
DOI:
10.1021/jo302207b
[Indexed for MEDLINE]
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