Regioselective carbonylative heteroannulation of o-iodothiophenols with allenes and carbon monoxide catalyzed by a palladium complex:: A novel and efficient access to thiochroman-4-one derivatives
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作者:
Xiao, WJ
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Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, CanadaUniv Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada
Xiao, WJ
[1
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Alper, H
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Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, CanadaUniv Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada
Alper, H
[1
]
机构:
[1] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada
The palladium-catalyzed carbonylative ring-forming reactions of 2-iodothiophenol, and the corresponding substituted derivatives, with allenes and carbon monoxide are described. The reactions afford thiochroman-4-ones in good to excellent isolated yields with quite high regioselectivity. The catalytic heteroannulation may involve regioselective addition of the sulfur moiety of the reactants on the more positive end of the allene, arylpalladium formation, CO insertion, subsequent intramolecular cyclization, and then reductive elimination. The regioselectivity is probably governed by electronic effects.
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ECOLE NORM SUPER,CHIM LAB,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORM SUPER,CHIM LAB,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE
AMATORE, C
;
JUTAND, A
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ECOLE NORM SUPER,CHIM LAB,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORM SUPER,CHIM LAB,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE
JUTAND, A
;
MBARKI, MA
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ECOLE NORM SUPER,CHIM LAB,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORM SUPER,CHIM LAB,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE
机构:
ECOLE NORM SUPER,CHIM LAB,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORM SUPER,CHIM LAB,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE
AMATORE, C
;
JUTAND, A
论文数: 0引用数: 0
h-index: 0
机构:
ECOLE NORM SUPER,CHIM LAB,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORM SUPER,CHIM LAB,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE
JUTAND, A
;
MBARKI, MA
论文数: 0引用数: 0
h-index: 0
机构:
ECOLE NORM SUPER,CHIM LAB,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORM SUPER,CHIM LAB,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE