Ligand-Enabled, Palladium-Catalyzed Beta-C (sp3)–H Arylation of Weinreb Amides
2018-07-06T16:36:19Z (GMT)
by
<em>
</em><p>We
report the development of Pd(II)-catalyzed C(sp<sup>3</sup>)–H arylation of
Weinreb amides. A pyridinesulfonic acid ligand is designed to accommodate the
weak, neutral coordinating property of Weinreb amides via preserving the
cationic character of Pd center through zwitterionic assembly of Pd/ligand
complexes. DFT studies of the C–H cleavage step indicate that the superior
reactivity of 3-pyridinesulfonic acid ligand compared to pyridine, Ac-Gly-OH,
and ligandless conditions originates from the stabilization of overall
substrate-bound Pd species.</p><em>
</em>