Journal of Organic Chemistry p. 3000 - 3010 (2017)
Update date:2022-07-30
Topics: Copper-Catalyzed Carbenoid Insertion α-Diazoesters α-Diazoketones Si-H Bonds S-H Bonds
Keipour, Hoda
Jalba, Angela
Delage-Laurin, Léo
Ollevier, Thierry
An efficient copper-catalyzed carbenoid insertion reaction of α-diazo carbonyl compounds into Si-H and S-H bonds was developed. A wide range of α-silylesters and α-thioesters was obtained in high yields (up to 98%) from α-diazoesters using 5 mol% of a simple copper(I) salt as catalyst. Using 0.05 mol% of the same catalyst, α-diazoketones led to α-silylketones in low to good yields (up to 70%).
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