Palladium-Catalyzed Divergent Cyclopropanation by Regioselective Solvent-Driven C(sp(3))-H Bond Activation
- 주제(키워드) C-H activation , heterocylces , palladium , reaction mechanisms , solvent effects
- 주제(기타) Chemistry, Multidisciplinary
- 설명문(일반) [Chung, Da Sol; Lee, Joo Hyun; Kim, U. Bin; Lee, Sang-gi] Ewha Womans Univ, Dept Chem & Nanosci BK21 PLUS, Seoul 03760, South Korea; [Lee, Jae Sung; Lee, Won Koo] Sogang Univ, Dept Chem, Seoul 04107, South Korea; [Ryu, Ho; Park, Jiyong; Kim, Hyunjoong; Baik, Mu-Hyun] Korea Adv Inst Sci & Technol, Dept Chem, Daejeon 34141, South Korea; [Ryu, Ho; Park, Jiyong; Kim, Hyunjoong; Baik, Mu-Hyun] Inst for Basic Sci Korea, Ctr Catalyt Hydrocarbon Functionalizat, Daejeon 34141, South Korea
- 등재 SCIE, SCOPUS
- 발행기관 WILEY-V C H VERLAG GMBH
- 발행년도 2018
- URI http://www.dcollection.net/handler/ewha/000000156209
- 본문언어 영어
- Published As http://dx.doi.org/10.1002/anie.201809133
초록/요약
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.
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