Domino synthesis of fully substituted pyridines by silver-catalyzed chemoselective hetero-dimerization of isocyanides
Literature Information
Publication Date
2019-12-23
DOI
10.1039/C9QO01333D
Impact Factor
5.281
Authors
Zhongyan Hu, Mingyue Zhang, Qinghua Zhou, Xianxiu Xu, Bo Tang
View Original
Abstract
A silver-catalyzed hetero-dimerization of various vinyl isocyanides with isocyanoacetamides has been developed. This multistep domino reaction provides a facile protocol for the expedient synthesis of fully substituted pyridines in a single operation from readily available starting materials. An amidoketenimine and an azabutadienylketene are proposed as the key intermediates involved in this domino transformation. In addition, the resulting polysubstituted pyridines can be conveniently converted to pyridine-fused polycyclic frameworks.
Related Literature
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
Synthesis of a sumanenyl hafnocene complex‡
Toru Amaya, Shun Katoh, Toshiyuki Moriuchi, Toshikazu Hirao
2019-03-13
Research Article
DOI: 10.1039/C9QO00140A
Copper-catalyzed one-pot three-component thioamination of 1,4-naphthoquinone
Fan-Lin Zeng, Shuai-Qi He, Kai Sun, Rui Fu, Ling-Bo Qu
2019-03-15
Research Article
DOI: 10.1039/C9QO00091G
Nickel-catalyzed C–H bond trifluoromethylation of 8-aminoquinoline derivatives by acyl-directed functionalization
Guijie Mao
2019-02-27
Research Article
DOI: 10.1039/C9QO00173E
Highly efficient copper-catalyzed direct C–H amidation of quinoxalin-2(1H)-ones with amidates under microwave irradiation
Jinwei Yuan, Junliang Zhu, Junhao Fu, Liangru Yang, Yongmei Xiao, Pu Mao, Xue Du
2019-02-12
Research Article
DOI: 10.1039/C9QO00063A
Spirocyclization of keto-ynesulfonamides promoted by quaternary ammonium salts
Frédéric Beltran, Lucile Andna, Laurence Miesch
2018-12-14
Research Article
DOI: 10.1039/C8QO00937F
Synthesis and evolution of S-Porphin sodium as a potential antitumor agent for photodynamic therapy against breast cancer
Xiao Wang, Li Li, Kun Zhang, Zhen Han, Zhijian Ding, Mingwei Lv, Pan Wang, Quanhong Liu, Xiaobing Wang
2018-12-18
Research Article
DOI: 10.1039/C8QO00959G
Efficient and practical synthesis of unsymmetrical disulfides via base-catalyzed aerobic oxidative dehydrogenative coupling of thiols
Xu Qiu, Xiaoxue Yang, Yiqun Zhang, Ning Jiao
2019-04-22
Research Article
DOI: 10.1039/C9QO00239A
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
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
2-Methyl-2-propanyl 4-iodo-1-piperidinecarboxylate
CAS Number:
301673-14-3
Molecular Formula:
C10H18INO2
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.