Eun Jeong Yoo1, Masayuki Wasa, Jin-Quan Yu. 1. Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
Abstract
Pd(II)-catalyzed β-C(sp(3))-H carbonylation of N-arylamides under CO (1 atm) has been achieved. Following amide-directed C(sp(3))-H cleavage and insertion of CO into the resulting [Pd(II)-C(sp(3))] bond, intramolecular C-N reductive elimination gave the corresponding succinimides, which could be readily converted to 1,4-dicarbonyl compounds. This method was found to be effective with substrates containing α-hydrogen atoms and could be applied to effect methylene C(sp(3))-H carbonylation of cyclopropanes.
Pd(II)-catalyzed β-n class="Species">C(sp(3))-Hcarbonylation of N-arylamides under CO (1 atm) has been achieved. Following amide-directed C(sp(3))-H cleavage and insertion of CO into the resulting [Pd(II)-C(sp(3))] bond, intramolecular C-N reductive elimination gave the corresponding succinimides, which could be readily converted to 1,4-dicarbonyl compounds. This method was found to be effective with substrates containing α-hydrogen atoms and could be applied to effect methylene C(sp(3))-Hcarbonylation of cyclopropanes.
Authors: Jens Pohlmann; Thomas Lampe; Mitsuyuki Shimada; Peter G Nell; Josef Pernerstorfer; Niels Svenstrup; Nina A Brunner; Guido Schiffer; Christoph Freiberg Journal: Bioorg Med Chem Lett Date: 2005-02-15 Impact factor: 2.823
Authors: Xiao-Chen Wang; Yi Hu; Samuel Bonacorsi; Yang Hong; Richard Burrell; Jin-Quan Yu Journal: J Am Chem Soc Date: 2013-07-09 Impact factor: 15.419