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Palladium-Catalyzed Divergent Cyclopropanation by Regioselective Solvent-Driven C(sp3)?H Bond Activation

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Title
Palladium-Catalyzed Divergent Cyclopropanation by Regioselective Solvent-Driven C(sp3)?H Bond Activation
Author(s)
Da Sol Chung; Jae Sung Lee; Ho Ryu; Jiyong Park; Hyunjoong Kim; Joo Hyun Lee; UBin Kim; Won Koo Lee; Mu-Hyun Baik; Sang-gi Lee
Subject
C?H activation, ; heterocylces, ; palladium, ; reaction mechanisms, ; solvent effects
Publication Date
2018-11
Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.57, no.47, pp.15460 - 15464
Publisher
WILEY-V C H VERLAG GMBH
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 ��-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 ��-alkylPdII intermediate. (c) 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinhei
URI
https://pr.ibs.re.kr/handle/8788114/5068
DOI
10.1002/anie.201809133
ISSN
1433-7851
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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baik_et_al-2018-Angewandte(Palladium-Catalyzed).pdfDownload

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