Phosphaadamantanes as ligands for palladium catalyzed cross-coupling chemistry:: Library synthesis, characterization, and screening in the Suzuki coupling of alkyl halides and tosylates containing β-hydrogens with boronic acids and alkylboranes

被引:82
作者
Brenstrum, T
Gerristma, DA
Adjabeng, GM
Frampton, CS
Britten, J
Robertson, AJ
McNulty, J
Capretta, A [1 ]
机构
[1] McMaster Univ, Dept Chem, Hamilton, ON L8S 4M1, Canada
[2] Bruker Nonius BV, NL-2612 HL Delft, Netherlands
[3] Cytec Canada Inc, Niagara Falls, ON L2E 6T4, Canada
关键词
D O I
10.1021/jo048875+
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A 15-member library of phosphaadamantane ligands has been prepared via P-arylation of 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phosphaadamantane. Screening of this tertiary phosphine collection has allowed for the rapid determination of the most suitable ligand, specifically 1,3,5,7-tetramethyl-6-(2,4-dimethoxyphenyl)-2,4,8-trioxa-6-phosphaadamantane, for facilitating Suzuki-type couplings of alkyl halides or tosylates containing beta-hydrogens with either boronic acids or alkylboranes.
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收藏
页码:7635 / 7639
页数:5
相关论文
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