Lewis acid-catalyzed tandem cyclization of in situ generated o-quinone methides and arylsulfonyl hydrazides for a one-pot entry to 3-sulfonylbenzofurans
Literature Information
Publication Date
2019-10-25
DOI
10.1039/C9QO01196J
Impact Factor
5.281
Authors
Fan-Xiao Meng, Ruo-Nan Wang, Hong-Li Huang, Shu-Wen Gong, Qian-Li Li, Shao-Liang Zhang, Chun-Lin Ma, Chen-Zhong Li, Ji-Yuan Du
View Original
Abstract
A Lewis acid-catalyzed one-pot aza-Michael addition/fragmentation/sulfinyl conjugate addition/cyclization cascade of o-QMs and arylsulfonyl hydrazides is described for the first time. This technology engages a broad range of substrates with both components under mild conditions, giving the corresponding valuable 3-sulfonylbenzofurans in generally good yields. These investigations show the use of arylsulfonyl hydrazides as nucleophiles for the first time in catalytic C–N and C–S bond formation with o-QMs.
Related Literature
One-pot sequential synthesis of 3-carbonyl-4-arylbenzo[f]indole and 3-carbonyl-4-arylnaphthofuran fluorophores
N. Supantanapong, P. Chuangsoongnern
2018-12-10
Research Article
DOI: 10.1039/C8QO01182F
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
Gold-catalyzed heterocyclic syntheses through α-imino gold carbene complexes as intermediates
Enrique Aguilar, Javier Santamaría
2019-03-20
Review Article
DOI: 10.1039/C9QO00243J
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
Synthesis of an open-cage fullerene-based unidirectional H-bonding network and its coordination with titanium
Hao Zhang, Jie Su, Changwang Pan, Xing Lu
2019-03-05
Research Article
DOI: 10.1039/C9QO00188C
Chiral self-sorting behaviour of [2.2]paracyclophane-based bis(pyridine) ligands‡
J. Anhäuser, R. Puttreddy, Y. Lorenz, A. Schneider, M. Engeser, K. Rissanen, A. Lützen
2019-03-12
Research Article
DOI: 10.1039/C9QO00155G
Using light to control the inhibition of Karstedt's catalyst
Brahmjot Kaur, Rameez Raza, Mitchell J. Stashick, Neil R. Branda
2019-03-26
Research Article
DOI: 10.1039/C9QO00221A
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
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.