Iron-Catalyzed Cross-Coupling of Alkyl Sulfonates with Arylzinc Reagents

被引:76
作者
Ito, Shingo
Fujiwara, Yu-ichi
Nakamura, Eiichi
Nakamura, Masaharu [1 ]
机构
[1] Kyoto Univ, IRCELS, Inst Chem Res, Grad Sch Engn, Kyoto 6110011, Japan
关键词
GRIGNARD-REAGENTS; FUNCTIONALIZED ARYLMAGNESIUM; LITHIUM DIORGANOCUPRATES(I); HALIDES; TOSYLATES; NICKEL; STEREOCHEMISTRY; ALKENYLATION; ARYLATION; BROMIDES;
D O I
10.1021/ol901610a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Iron-catalyzed cross-coupling reactions of primary and secondary alkyl sulfonates with arylzinc reagents proceed smoothly in the presence of excess TMEDA and a concomitant magnesium salt. The arylzinc reagents are prepared from the corresponding aryllithium or magnesium reagents with ZnI2. The in situ formation of alkyl Iodides and consecutive rapid cross-coupling avoids discrete preparation of the unstable secondary alkyl halides and also achieves high product selectivity.
引用
收藏
页码:4306 / 4309
页数:4
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