Selective assembly of N1- and N2-alkylated 1,2,3-triazoles via copper-catalyzed decarboxylative cycloaddition of alkynyl carboxylic acids with ethers and azidotrimethylsilane
Literature Information
Publication Date
2019-11-04
DOI
10.1039/C9QO01277J
Impact Factor
5.281
Authors
Pengli Bao, Na Meng, Yufen Lv, Huilan Yue, Jiang-Sheng Li
View Original
Abstract
A convenient and practical copper-catalyzed three component protocol has been developed for the selective assembly of N1- and N2-alkylated 1,2,3-triazoles from readily available alkynyl carboxylic acids, azidotrimethylsilane (TMSN3) and ethers. The present reaction can be achieved by decarboxylative cycloaddition of alkynyl carboxylic acids with TMSN3 and ethers, which is an efficient and selective approach to access a number of N1- and N2-alkylated 1,2,3-triazoles in moderate to good yields.
Recommended Journals
Related Literature
Cu(ii)- or Co(ii)-Catalyzed C(SP3)–H oxidation of N,N-dimethylaminoethanol: facile synthesis of methylene-bridged biindoles and 3-formylindoles selectively
Robert C. Hider
2019-03-01
Research Article
DOI: 10.1039/C9QO00097F
Deciphering the exceptional selectivity of semipinacol rearrangements in cis-fused β-lactam diols using high-level quantum chemical methods
Abdulkader Baroudi, Amir Karton
2018-11-20
Research Article
DOI: 10.1039/C8QO01092G
Synthesis and characterization of potential stereoisomeric and degradation impurities of ulipristal acetate
Bin Yu, Yongrui Tu, Yongqiang Sun, Wei Chen
2019-02-08
Research Article
DOI: 10.1039/C9QO00144A
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
A bifunctional pyrazolone–chromone synthon directed organocatalytic double Michael cascade reaction: forging five stereocenters in structurally diverse hexahydroxanthones
Xiong Zuo, Jun-Xin Wang, Shun-qin Chang, Qi-Di Wei, Ying Zhou
2019-03-26
Research Article
DOI: 10.1039/C9QO00265K
Highly efficient enantioselective synthesis of bispiro[benzofuran-oxindole-pyrrolidine]s through organocatalytic cycloaddition
Boyu Li, Fengyun Gao, Xing Feng, Mengmeng Sun, Yifei Guo, Dongwa Wen, Yabo Deng, Jinqi Huang, Kairong Wang, Wenjin Yan
2019-03-18
Research Article
DOI: 10.1039/C9QO00241C
Scandium-catalyzed electrophilic alkene difunctionalization: regioselective synthesis of thiosulfone derivatives
Shuai Huang, Haoyu Li, Tian Xie, Fang Wei, Chen-Ho Tung
2019-03-29
Research Article
DOI: 10.1039/C9QO00138G
Binding properties and supramolecular polymerization of a water-soluble resorcin[4]arene
Jacobs H. Jordan, Anthony Wishard, Joel T. Mague, Bruce C. Gibb
2019-03-21
Research Article
DOI: 10.1039/C9QO00182D
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
![2,9-Dichloro-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione structure](https://static.chemtradehub.com/structs/308/3089-17-6-750b.webp "2,9-Dichloro-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione structure")
2,9-Dichloro-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione
CAS Number:
3089-17-6
Molecular Formula:
C20H10Cl2N2O2
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.