Citation: Chun-Hua Lu, Sima Darvishi, Vahid Khakyzadeh, Changkun Li. Pd-Catalyzed enantioselective synthesis of 2-methyl-3-methyleneindoline[J]. Chinese Chemical Letters, ;2021, 32(1): 405-407. doi: 10.1016/j.cclet.2020.02.056 shu

Pd-Catalyzed enantioselective synthesis of 2-methyl-3-methyleneindoline

a.
Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, China
b.
Department of Applied Chemistry, K. N. Toosi University of Technology, Tehran, Iran

chkli@sjtu.edu.cn

Received Date: 8 January 2020
Revised Date: 21 February 2020
Accepted Date: 28 February 2020
Available Online: 29 February 2020

Figures(5)

A Pd-catalyzed enantioselective synthesis of 2-methyl-3-methyleneindoline in up to 89% yield and 84% ee from racemic vinyl benzoxazinanones has been developed with the help of (R,R)-BenzP^* ligand. Mechanism studies support the formation of palladacyclobutane as the key intermediate via C2 attack to π-allyl Pd complex. The β-hydride elimination provides a new reaction pathway for the palladacyclobutane.
- Palladium,
- Asymmetric catalysis,
- Vinyl benzoxazinanone,
- 2-Methyl-3-methyleneindoline,
- Palladacyclobutane
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1.
沈阳化工大学材料科学与工程学院沈阳 110142