Double Capture of Difluorocarbene by 2-Aminostyrenes Enables the Construction of 3-(2,2-Difluoroethyl)-2-fluoroindoles

Sheng，Heyun1; Su，Jianke1; Li，Xin1; Li，Xue1; Song，Qiuling1,2,3

2021

10.1021/acs.orglett.1c02816

ORGANIC LETTERS   影响因子和分区

1523-7060

1523-7052

We report herein an efficient strategy to construct 3-(2,2-difluoroethyl)-2-fluoroindoles from activated o-aminostyrenes with ethyl bromodi-fluoroacetate as a difluorocarbene source. Through double capture of a difluorocarbene, two different types of fluorine motifs are incorporated into the products with simultaneous construction of one C-N and two C-C bonds, without the need for transition metals. This reaction features high efficiency and excellent functional group compatibility and has great potential in the late-stage modifications of pharmaceutical molecules and natural products.

SCI

英语

NI论文

通讯

National Natural Science Foundation of China[21772046,2193103] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002]

Chemistry

Chemistry, Organic

WOS:000709693500018

AMER CHEMICAL SOC

CHEMISTRY

2-s2.0-85117443836

Scopus

1.Institute of Next Generation Matter Transformation,College of Material Sciences Engineering,Huaqiao University,Xiamen,Fujian,361021,China
2.Guangdong Provincial Key Laboratory of Catalysis,Southern University of Science and Technology,Shenzhen,518055,China
3.State Key Laboratory of Organometallic Chemistry,Key Laboratory of Organofluorine Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai,200032,China

Sheng，Heyun,Su，Jianke,Li，Xin,et al. Double Capture of Difluorocarbene by 2-Aminostyrenes Enables the Construction of 3-(2,2-Difluoroethyl)-2-fluoroindoles[J]. ORGANIC LETTERS,2021,23(20).

Sheng，Heyun,Su，Jianke,Li，Xin,Li，Xue,&Song，Qiuling.(2021).Double Capture of Difluorocarbene by 2-Aminostyrenes Enables the Construction of 3-(2,2-Difluoroethyl)-2-fluoroindoles.ORGANIC LETTERS,23(20).

Sheng，Heyun,et al."Double Capture of Difluorocarbene by 2-Aminostyrenes Enables the Construction of 3-(2,2-Difluoroethyl)-2-fluoroindoles".ORGANIC LETTERS 23.20(2021).