Pd(DPEPhos)Cl2-catalyzed Negishi cross-couplings for the formation of biaryl and diarylmethane phloroglucinol adducts

被引：14
作者：
Dennis, Eric G. [1 ,2 ]
Jeffery, David W. [1 ]
Perkins, Michael V. [2 ]
Smith, Paul A. [1 ]
机构：
[1] Australian Wine Res Inst, Glen Osmond, SA 5064, Australia
[2] Univ Adelaide, Sch Chem & Phys Sci, Adelaide, SA 5001, Australia
来源：
TETRAHEDRON | 2011年 / 67卷 / 11期
关键词：
Negishi cross-coupling; Biaryls; Diarylmethanes; Organozinc; Phloroglucinol; Catechin; PALLADIUM-CATALYZED REACTION; SUZUKI-MIYAURA COUPLINGS; BENZYLIC HALIDES; ARYLBORONIC ACIDS; GENERAL-METHOD; STEREOSELECTIVE-SYNTHESIS; ARYL CHLORIDES; BOND FORMATION; DERIVATIVES; ANTIOXIDANT;
D O I：
10.1016/j.tet.2011.01.030
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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)Cl-2. 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. (C) 2011 Elsevier Ltd. All rights reserved.
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收藏
页码：2125 / 2131
页数：7
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