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Pd(DPEPhos)Cl2-catalyzed Negishi cross-couplings for the formation of biaryl and diarylmethane phloroglucinol adducts
Authors:Eric G. Dennis  David W. JefferyMichael V. Perkins  Paul A. Smith
Affiliation:a School of Chemical and Physical Sciences, Flinders University, GPO Box 2100, Adelaide 5001, South Australia, Australia
b The Australian Wine Research Institute, PO Box 197, Glen Osmond 5064, South Australia, Australia
Abstract:Several functionalized biaryls and diarylmethanes containing the phloroglucinol subunit were synthesized in 55-85% yields using Negishi cross-couplings of 2,4,6-trimethoxyphenylzinc chloride with aryl and benzyl halides in the presence of catalytic quantities of Pd(DPEPhos)Cl2. These simple to prepare couplings were generally complete in 1-24 h depending on the halide, and were applicable to aryl and benzyl halides containing both electron-donating and electron-withdrawing groups.
Keywords:Negishi cross-coupling   Biaryls   Diarylmethanes   Organozinc   Phloroglucinol   Catechin
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