Citation: Wei Tian, Bowen Li, Duanshuai Tian, Wenjun Tang. Regioselective 2-alkylation of indoles with α-bromo esters catalyzed by Pd/P, P=O system[J]. Chinese Chemical Letters, ;2022, 33(1): 197-200. doi: 10.1016/j.cclet.2021.06.091 shu

Regioselective 2-alkylation of indoles with α-bromo esters catalyzed by Pd/P, P=O system

Wei Tian ^a ,
Bowen Li ^{a, b} ,
Duanshuai Tian ^a ,
Wenjun Tang ^{a, b, *,}

a.
State Key Laboratory of Bio-Organic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Shanghai 200032, China
b.
School of Chemistry and Material Sciences, Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences, Hangzhou 310024, China

tangwenjun@sioc.ac.cn

Received Date: 20 May 2021
Revised Date: 29 June 2021
Accepted Date: 30 June 2021
Available Online: 9 July 2021

Figures(4)

A palladium-catalyzed 2-alkylation of indoles with α-bromo esters is developed by employing a P, P=O ligand. The method features excellent regioselectivities, mild reaction conditions, and good functional group compatibility. The employment of the P, P=O ligand as well as 4 Å molecular sieves were crucial for the success of the transformation. Mechanistic studies indicate the reaction proceed through a radical pathway.
- Cross-coupling,
- Alkylation,
- Indoles,
- Palladium catalysis
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