Citation: Zhao Gu, Yunhui Yang, Song Ye, Congyang Wang. 2,3-Arylacylation of allenes through synergetic catalysis of palladium and N-heterocyclic carbene[J]. Chinese Chemical Letters, ;2025, 36(5): 110334. doi: 10.1016/j.cclet.2024.110334 shu

2,3-Arylacylation of allenes through synergetic catalysis of palladium and N-heterocyclic carbene

Zhao Gu ^{a, b} ,
Yunhui Yang ^{a, b, *,} ,
Song Ye ^{a, b} ,
Congyang Wang ^{a, b, *,}

a.
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
b.
University of Chinese Academy of Sciences, Beijing 100049, China

yangyh@iccas.ac.cn

wangcy@iccas.ac.cn

Received Date: 3 March 2024
Revised Date: 20 July 2024
Accepted Date: 10 August 2024
Available Online: 12 August 2024

Figures(7)

An unprecedented 2,3-arylacylation reaction of allenes with aryl iodides and aldehydes was developed by resorting to Pd/NHC synergetic catalysis. It is the first time that allene was introduced into transition metal and NHC synergetic catalysis, which demonstrated a versatile three-component reaction pattern, thus enabling two C-C bonds forged regioselectively in the reaction. The important reaction intermediates were successfully captured and characterized by HRMS analysis, and the migrative insertion of allene to the Ph-Pd species was identified as the reaction rate-limiting step by kinetic experiments.
- Allenes,
- Arylacylation,
- Palladium,
- N-Heterocyclic carbene,
- Synergetic catalysis
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