Iron-catalyzed cross-coupling of alkyl sulfonates with arylzinc reagents.
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 ZnI(2). 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.
Ito
Shingo
S
International Research Center for Elements Science, Institute for Chemical Research, and Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Uji, Kyoto 611-0011, Japan.
Fujiwara
Yu-ichi
Y
Nakamura
Eiichi
E
Nakamura
Masaharu
M
D000476:Alkanesulfonates / Q000737:chemistry*; D002384:Catalysis; D002712:Chlorides; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D005290:Ferric Compounds / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry*
D000476:Alkanesulfonates; D002712:Chlorides; D004952:Esters; D005290:Ferric Compounds; D009942:Organometallic Compounds; D015032:Zinc; C024555:ferric chloride