Palladium(0)/PAr3-catalyzed intermolecular amination of C(sp3)-H bonds: Synthesis of β-amino acids
An intermolecular C(sp3)-H amination using a Pd0/PAr3 catalyst was developed. The reaction begins with oxidative addition of R2N-OBz to a Pd0/PAr3 catalyst and subsequent cleavage of a C(sp3)-H bond by the generated Pd-NR2 intermediate. The catalytic cycle proceeds without the need for external oxidants in a similar manner to the extensively studied palladium(0)-catalyzed C-H arylation reactions. The electron-deficient triarylphosphine ligand is crucial for this C(sp3)-H amination reaction to occur.
"Chemical equation presented" The first Pd(II)-catalyzed sp3 C-H olefination reaction has been developed using N-arylamide directing groups. Following olefination, the resulting intermediates were found to undergo rapid 1,4-addition to give the corresponding &-lactams. Notably, this method was effective with substrates containing (-hydrogen atoms and could be applied to effect methylene C-H olefination of cyclopropane substrates.
Wasa, Masayuki,Engle, Keary M.,Yu, Jin-Quan
supporting information; experimental part
p. 3680 - 3681
(2010/05/15)
More Articles about upstream products of 1217507-31-7