Palladium(II)-catalyzed meta-selective direct arylation of O-β-naphthyl carbamate.

Chem Commun (Camb)

International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), Department of Organic Chemistry, College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, China.

Published: January 2015

Selective meta-arylation of O-β-naphthyl carbamate has been accomplished using Pd(OAc)2 as a catalyst precursor and K2S2O8 with AgOAc as the oxidant. A range of aryl boronic acids could be introduced in moderate to good yields. Mechanistic investigation shows that the carbamate substituent has a unique effect and the reaction undergoes an ortho-carbometallation/meta-direct arylation process.

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http://dx.doi.org/10.1039/c4cc07997cDOI Listing

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