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. 2013 Dec 4;135(48):18056-9.
doi: 10.1021/ja410760f. Epub 2013 Nov 20.

Cross-coupling of remote meta-C-H bonds directed by a U-shaped template

Li Wan  1 , Navid Dastbaravardeh, Gang Li, Jin-Quan Yu
Affiliations

Cross-coupling of remote meta-C-H bonds directed by a U-shaped template

Li Wan et al. J Am Chem Soc. .

Abstract

meta-C-H arylation and methylation of 3-phenylpropanoic acid and phenolic derivatives were developed using an easily removable nitrile template. The combination of a weakly coordinating U-shaped template and mono-protected amino acid ligand was crucial for the cross-coupling of C-H bonds with organoborons.

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Figures

Scheme 1
Scheme 1. meta-C–H Functionalization Using Nitrile Template
Scheme 2
Scheme 2. meta-C–H Methylation of 1h
Scheme 3
Scheme 3. Hydrolysis of 2a
See this image and copyright information in PMC

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