Merging Photoinduced Iron-Catalyzed Decarboxylation with Copper Catalysis for C-N and C-C Couplings

Xiong, Ni1; Li, Yang1; Zeng, Rong1,2

2023

10.1021/acscatal.2c05293

ACS Catalysis   影响因子和分区

2155-5435

We report a photoinduced iron/copper dual-catalytic strategy for the radical decarboxylation functionalization of aliphatic carboxylic acids. The photoinduced ligand-to-iron charge transfer process under light was initially occurred to generate an unstabilized alkyl radical, and the copper catalyst delivered the radical and enabled the subsequent coupling reactions to form C-N or C-C bonds. By merging iron-catalyzed decarboxylation with copper catalysis, this system allows the smooth conversion of a wide range of aliphatic carboxylic acids for the amination, decarboxylative dehydrogenation, and alkylation efficiently. A wide variety of complex drug or natural molecules is applicable, suggesting that this strategy would facilitate rapid compound library synthesis and benefit to the discovery of pharmaceutical agents.

decarboxylation dual catalysis iron catalysis amination alkylation

SCI ; EI

英语

ESI高被引

通讯

National Natural Science Foundation of China[21901197] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002] ; Natural Science Foundation of Shaanxi Province[2021JM-004] ; Fundamental Research Funds for the Central Universities[xzy012022021]

Chemistry

Chemistry, Physical

WOS:000920286600001

AMER CHEMICAL SOC

20230313409712

Alkylation ; Amination ; Amines ; Carboxylation ; Carboxylic acids ; Catalysis ; Catalysts ; Charge transfer ; Copper ; Synthesis (chemical)

Copper:544.1 ; Iron:545.1 ; Chemical Reactions:802.2 ; Chemical Agents and Basic Industrial Chemicals:803 ; Chemical Products Generally:804 ; Organic Compounds:804.1

Web of Science

1.Xi An Jiao Tong Univ, Sch Chem, Xian 710049, Peoples R China
2.Southern Univ Sci & Technol, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Guangdong, Peoples R China

Xiong, Ni,Li, Yang,Zeng, Rong. Merging Photoinduced Iron-Catalyzed Decarboxylation with Copper Catalysis for C-N and C-C Couplings[J]. ACS Catalysis,2023,13:1678-1685.

Xiong, Ni,Li, Yang,&Zeng, Rong.(2023).Merging Photoinduced Iron-Catalyzed Decarboxylation with Copper Catalysis for C-N and C-C Couplings.ACS Catalysis,13,1678-1685.

Xiong, Ni,et al."Merging Photoinduced Iron-Catalyzed Decarboxylation with Copper Catalysis for C-N and C-C Couplings".ACS Catalysis 13(2023):1678-1685.