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Palladium-Catalyzed Divergent Cyclopropanation by Regioselective Solvent-Driven C(sp(3))-H Bond Activation

Title
Palladium-Catalyzed Divergent Cyclopropanation by Regioselective Solvent-Driven C(sp(3))-H Bond Activation
Authors
Chung, Da SolLee, Jae SungRyu, HoPark, JiyongKim, HyunjoongLee, Joo HyunKim, U. BinLee, Won KooBaik, Mu-HyunLee, Sang-gi
Ewha Authors
이상기
SCOPUS Author ID
이상기scopus
Issue Date
2018
Journal Title
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
ISSN
1433-7851JCR Link

1521-3773JCR Link
Citation
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION vol. 57, no. 47, pp. 15460 - 15464
Keywords
C-H activationheterocylcespalladiumreaction mechanismssolvent effects
Publisher
WILEY-V C H VERLAG GMBH
Indexed
SCIE; SCOPUS WOS
Document Type
Article
Abstract
Reported is a tandem palladium-catalyzed Heck/regioselective C(sp(3))-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 s-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 s-alkylPdII intermediate.
DOI
10.1002/anie.201809133
Appears in Collections:
자연과학대학 > 화학·나노과학전공 > Journal papers
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