Copper-catalyzed synthesis of trifluoromethylated bis(indolyl)arylmethanes from 2-arylindoles and 2,2,2-trifluoroacetohydrazide

Literature Information

Publication Date 2019-12-19
DOI 10.1039/C9QO01131E
Impact Factor 5.281
Authors

Zihang Yuan, Shouxiong Chen, Zhiqiang Weng


View Original

Abstract

One-pot synthesis of trifluoromethylated bis(indolyl)arylmethanes through copper-catalyzed reaction of 2-arylindoles with 2,2,2-trifluoroacetohydrazide is described. This viable transformation provides a variety of 3,3′-bis(indolyl)methanes with a CF3-containing tertiary carbon center in moderate to good yields. Preliminary mechanistic studies revealed that the reaction involves the in situ generation of a trifluoroacetyl radical and trapping with 2-arylindoles.

Related Literature

A solely biobased strain sensor with an ultra-precision response via a surface graphitization strategy

Zhihao Yang, Ying Yuan, Bin Wang, Xiaojun Shen, Xiluan Wang, Tong-Qi Yuan

2023-11-02 Paper

DOI: 10.1039/D3TA04872A

High-throughput design of energetic molecules

Jian Liu, Shicao Zhao, Bowen Duan, Xudong He, Chunming Yang, Xuemei Pu, Xinben Zhang, Yonghao Xiao, Fude Nie, Wen Qian, Geng Li

2023-11-02 Paper

DOI: 10.1039/D3TA05002E

Microelectromechanical system for in situ quantitative testing of tension–compression asymmetry in nanostructures

Yuheng Huang, Kuibo Yin, Binghui Li, Anqi Zheng, Bozhi Wu, Litao Sun, Meng Nie

2023-11-21 Communication

DOI: 10.1039/D3NH00407D

Contents list

2023-11-20 Front/Back Matter

DOI: 10.1039/D3NH90057F

In situ formation of a ZnS/In interphase for reversible Zn metal anodes at ultrahigh currents and capacities

Chengwu Yang, Pattaraporn Woottapanit, Jin Cao, Yilei Yue, Dongdong Zhang, Jin Yi, Zhiyuan Zeng, Xinyu Zhang, Jiaqian Qin, Yonggang Wang

2023-10-31 Paper

DOI: 10.1039/D3TA05650C

Sublimation-based wafer-scale monolayer WS2 formation via self-limited thinning of few-layer WS2

Mingxi Chen, Jianwei Chai, Jing Wu, Wen-Ya Wu, James Lourembam, Ming Lin, Jun-Young Kim, Jaewon Kim, Man-Fai Ng, Henry Medina, Shi Wun Tong, Dongzhi Chi

2023-10-05 Communication

DOI: 10.1039/D3NH00358B

Frame-by-frame observations of structure fluctuations in single mass-selected Au clusters using aberration-corrected electron microscopy

Cesare Roncaglia, Diana Nelli, El Yakout El Koraychy, Riccardo Ferrando, Thomas J. A. Slater, Richard E. Palmer

2023-10-19 Communication

DOI: 10.1039/D3NH00291H

Photoelectrochemical behaviour of photoanodes under high photon fluxes

Isaac Holmes-Gentle, Franky E. Bedoya-Lora, Lorenzo Aimone, Sophia Haussener

2023-10-23 Paper

DOI: 10.1039/D3TA05257E

You might also like

Compound Q&A

What industries use (1R,3S)-1,3-Cyclopentanediol (CAS: 16326-97-9)?

(1R,3S)-1,3-Cyclopentanediol finds applications in various industries. In the ph...

16326-97-9(1R,3S)-1,3-Cyclopen...
Compound Q&A

What precautions should be taken when handling N'-[4-(Dimethylamino)phenyl]-N,N-dimethyl-1,4-benzenediamine (CAS: 637-31-0)?

When handling N'-[4-(Dimethylamino)phenyl]-N,N-dimethyl-1,4-benzenediamine, it i...

637-31-0N'-[4-(Dimethylamino...
Compound Q&A

Are there alternatives to 5-(2,4-Difluorophenyl)-2-methoxypyrimidine (CAS: 1352318-16-1) in synthesis?

There are several alternatives to 5-(2,4-Difluorophenyl)-2-methoxypyrimidine in ...

1352318-16-15-(2,4-Difluoropheny...
Compound Q&A

What regulatory guidelines apply to 1-(3-Methoxyphenoxy)propan-2-ol (CAS: 382141-68-6)?

1-(3-Methoxyphenoxy)propan-2-ol (CAS: 382141-68-6) must comply with the Globally...

382141-68-61-(3-Methoxyphenoxy)...
Compound Q&A

Is Tetrodotoxin Citrate (CAS: 18660-81-6) safe?

Tetrodotoxin Citrate is extremely dangerous and should be handled with extreme c...

18660-81-6Tetrodotoxin Citrate
Compound Q&A

What are the main uses of 2-Methyl-2-propanyl [(1R,3S)-3-hydroxycyclopentyl]carbamate (CAS: 225641-84-9)?

2-Methyl-2-propanyl [(1R,3S)-3-hydroxycyclopentyl]carbamate (CAS: 225641-84-9) i...

225641-84-92-Methyl-2-propanyl ...
Compound Q&A

How should waste containing 4-(2-Hydroxyhexafluoroisopropyl)Benzoic Acid (CAS: 16261-80-6) be handled?

Waste containing 4-(2-Hydroxyhexafluoroisopropyl)Benzoic Acid (CAS: 16261-80-6) ...

16261-80-64-(2-Hydroxyhexafluo...
Compound Q&A

How is 2-Methyl-2-proanyl {(2S)-1-[(benzyloxy)amino]-3-hydroxy-3-methyl-1-oxo-2-butanyl}carbamate (CAS: 102507-19-7) typically synthesized?

2-Methyl-2-proanyl {(2S)-1-[(benzyloxy)amino]-3-hydroxy-3-methyl-1-oxo-2-butanyl...

102507-19-72-Methyl-2-propanyl ...
Compound Q&A

What is Benzeneethanamine, α-ethyl-, hydrochloride (1:1) (CAS: 20735-15-3)?

Benzeneethanamine, α-ethyl-, hydrochloride (1:1) is an organic compound with the...

20735-15-3Benzeneethanamine, α...
Compound Q&A

Are there alternatives to 3-{(E)-[4-(Dimethylamino)phenyl]diazenyl}benzoic acid (CAS: 20691-84-3) in synthesis?

In the synthesis of compounds similar to 3-{(E)-[4-(Dimethylamino)phenyl]diazeny...

20691-84-33-{(E)-[4-(Dimethyla...

Source Journal

Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
Articles per Year: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.