Copper-catalyzed [4 + 2] annulation reaction of β-enaminones and aryl diazonium salts without external oxidant: synthesis of highly functionalized 3H-1,2,4-triazines via homogeneous or heterogeneous strategy

Literature Information

Publication Date 2020-01-06
DOI 10.1039/C9QO01413F
Impact Factor 5.281
Authors

Mingrui Li, Yiming Sun, Yang Yu


View Original

Abstract

Herein, both homogeneous and heterogeneous strategies were developed to access highly functionalized 3H-1,2,4-triazines using Cu-catalyzed [4 + 2] annulation. This new protocol featured external oxidant-free conditions, a non-noble copper catalyst and good functional group compatibility. The multiple valence states of copper were further confirmed by X-ray photoelectron spectroscopy.

Related Literature

Inside front cover

Cover

DOI: 10.1039/C9QO90018G

n-Butyllithium catalyzed hydroboration of imines and alkynes

Dandan Yan, Xueli Wu, Jian Xiao, Zhangye Zhu, Xiaojuan Xu, Xiaoguang Bao, Yingming Yao, Qi Shen, Mingqiang Xue

2019-01-15 Research Article

DOI: 10.1039/C8QO01289J

Front cover

Cover

DOI: 10.1039/C9QO90035G

Synergistic promotion by intramolecular hydrogen bonding: a bi-functionally catalyzed cascade reaction for the synthesis of enantiopure chromenopyrrolidines

Jin-Yu Liu, Yi-Ming Zhang, Zhu-Yin Wang, Peng-Fei Xu

2019-01-19 Research Article

DOI: 10.1039/C8QO01208C

Copper-mediated direct sulfonylation of C(sp2)–H bonds employing TosMIC as a sulfonyl source

Lin-Bao Zhang, Jia Liu, Xin-Qi Hao, Jun-Long Niu, Mao-Ping Song

2019-04-30 Research Article

DOI: 10.1039/C9QO00391F

Insights into highly selective ring expansion of oxaziridines under Lewis base catalysis: a DFT study

Qiao-Chu Zhang, Xue Li, Xinghua Wang, Shi-Jun Li, Ling-Bo Qu, Donghui Wei

2019-01-25 Research Article

DOI: 10.1039/C8QO01370E

Spirocyclization of keto-ynesulfonamides promoted by quaternary ammonium salts

Frédéric Beltran, Lucile Andna, Laurence Miesch

2018-12-14 Research Article

DOI: 10.1039/C8QO00937F

One-pot, three-component approach to diarylacetonitriles

Dileep Kumar Singh, Sure Siva Prasad, Jinhwang Kim, Ikyon Kim

2019-01-18 Research Article

DOI: 10.1039/C8QO01419A

Correction: Metal-free tandem reaction synthesis of spiro-cyclopropyl fused pyrazolin-5-one derivatives

Man Liu, Chen-Fei Liu, Jing Zhang, Yan-Jun Xu, Lin Dong

2019-03-14 Correction

DOI: 10.1039/C9QO90021G

You might also like

Compound Q&A

How should waste containing (6-Bromo-2-naphthyl)oxy](dimethyl)(2-methyl-2-propanyl)silane be handled?

Waste containing (6-Bromo-2-naphthyl)oxy](dimethyl)(2-methyl-2-propanyl)silane (...

100751-65-3[(6-Bromo-2-naphthyl...
Compound Q&A

How is 7-Fluoro-4-isoquinolinecarboxylic acid (CAS: 1841081-40-0) typically synthesized?

7-Fluoro-4-isoquinolinecarboxylic acid can be synthesized via a multi-step proce...

1841081-40-07-Fluoro-4-isoquinol...
Compound Q&A

What are the physical and chemical properties of 2,3,5,6-Tetrabromothieno[3,2-b]thiophene (CAS: 124638-53-5)?

2,3,5,6-Tetrabromothieno[3,2-b]thiophene is a crystalline compound with a high m...

124638-53-52,3,5,6-Tetrabromoth...
Compound Q&A

Is 1-[4-(Benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl]-2-methyl-1H-indole-4-carboxamide (CAS: 1542705-92-9) safe?

1-[4-(Benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl]-2-methyl-1H-indol...

1542705-92-91-[4-(Benzylamino)-7...
Compound Q&A

What is the market or research trend for imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic acid, 3,4-dihydro-3-methyl-4-oxo- (CAS: 113942-30-6)?

The market for imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic acid, 3,4-dihydro-3...

113942-30-6Imidazo[5,1-d]-1,2,3...
Compound Q&A

What is 3-(Triisopropylsilyl)propiolaldehyde (CAS: 163271-80-5)?

3-(Triisopropylsilyl)propiolaldehyde is a synthetic organic compound with the CA...

163271-80-53-(Triisopropylsilyl...
Compound Q&A

What regulatory guidelines apply to 6-Nitro-2H-1,4-benzoxazin-3(4H)-one (CAS: 81721-87-1)?

6-Nitro-2H-1,4-benzoxazin-3(4H)-one (CAS: 81721-87-1) is subject to various regu...

81721-87-16-Nitro-2H-1,4-benzo...
Compound Q&A

How should waste containing (3-Fluorophenyl)(4-{[(2-methyl-2-propanyl)oxy]carbonyl}-1-piperazinyl)acetic acid (CAS: 885272-91-3) be handled?

Waste containing (3-Fluorophenyl)(4-{[(2-methyl-2-propanyl)oxy]carbonyl}-1-piper...

885272-91-3(3-Fluorophenyl)(4-{...
Compound Q&A

What are the physical and chemical properties of N,N'-4,4'-Biphenyldiyldiisonicotinamide (CAS: 55119-40-9)?

N,N'-4,4'-Biphenyldiyldiisonicotinamide is a white crystalline solid with a mole...

55119-40-9N,N'-4,4'-Biphenyldi...
Compound Q&A

What industries use 6-Bromo-8-fluoro-2-quinazolinol (CAS: 1036756-15-6)?

6-Bromo-8-fluoro-2-quinazolinol is primarily used in the pharmaceutical industry...

1036756-15-66-Bromo-8-fluoro-2-q...

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.