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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 Sol; Lee, Jae Sung; Ryu, Ho; Park, Jiyong; Kim, Hyunjoong; Lee, Joo Hyun; Kim, U. Bin; Lee, Won Koo; Baik, Mu-Hyun; Lee, Sang-gi
- Ewha Authors
- 이상기
- SCOPUS Author ID
- 이상기
- Issue Date
- 2018
- Journal Title
- ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- ISSN
- 1433-7851
1521-3773
- Citation
- ANGEWANDTE CHEMIE-INTERNATIONAL EDITION vol. 57, no. 47, pp. 15460 - 15464
- Keywords
- C-H activation; heterocylces; palladium; reaction mechanisms; solvent effects
- Publisher
- WILEY-V C H VERLAG GMBH
- Indexed
- SCIE; SCOPUS
- 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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