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

  • Chung, Da Sol
  • Lee, Jae Sung
  • Ryu, Ho
  • Park, Jiyong
  • Kim, Hyunjoong
  • ... Lee, Won Koo
  • 외 4명
Citations

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35

초록

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.

키워드

C-H activationheterocylcespalladiumreaction mechanismssolvent effectsC-H ACTIVATIONFUNCTIONALIZATIONARYLATIONCONSTRUCTIONRHODIUMCYCLIZATIONMECHANISM
제목
Palladium-Catalyzed Divergent Cyclopropanation by Regioselective Solvent-Driven C(sp<SUP>3</SUP>)-H Bond Activation
저자
Chung, Da SolLee, Jae SungRyu, HoPark, JiyongKim, HyunjoongLee, Joo HyunKim, U. BinLee, Won KooBaik, Mu-HyunLee, Sang-gi
DOI
10.1002/anie.201809133
발행일
2018-11-19
유형
Article
저널명
Angewandte Chemie - International Edition
57
47
페이지
15460 ~ 15464