| Literature DB >> 30276944 |
Da Sol Chung1, Jae Sung Lee2, Ho Ryu3,4, Jiyong Park3,4, Hyunjoong Kim3,4, Joo Hyun Lee1, U Bin Kim1, Won Koo Lee2, Mu-Hyun Baik3,4, Sang-Gi Lee1.
Abstract
Reported is a tandem palladium-catalyzed Heck/regioselective C(sp3 )-H activation reaction for the divergent synthesis of spiro- and fused-cyclopropanated indolines from N-methallylated 2-bromoarylamides. The regioselectivity of the C-H bond activation in the σ-alkylPdII intermediate is controlled by the solvent used. DFT calculations suggest that the polarity of solvent molecules could influence the transition-state energy, leading to a bifurcation of the C-H bond activation in the σ-alkylPdII intermediate.Entities:
Keywords: C−H activation; heterocylces; palladium; reaction mechanisms; solvent effects
Year: 2018 PMID： 30276944 DOI： 10.1002/anie.201809133
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336