Photoinduced triiodide-mediated [3 + 2] cycloaddition of N-tosyl aziridines and alkenes
Literature Information
Publication Date
2021-03-02
DOI
10.1039/D1QO00102G
Impact Factor
5.281
Authors
Yuanbo Li, Fan Chen, Shengqing Zhu, Lingling Chu
View Original
Abstract
A metal-free photoinduced triiodide-mediated [3 + 2] cycloaddition of N-Ts aziridines with alkenes is described herein. This operationally simple protocol utilized bench-stable and inexpensive TBAI as a radical mediator, enabling regioselective access to substituted pyrrolidines with good functional group compatibility. Preliminary mechanistic experiments disclosed that TBAI3, generated in situ from TBAI, promoted the crucial radical ring-opening of N-Ts aziridines.
Recommended Journals
Related Literature
An enantioselective imprinted receptor for Z-glutamate exhibiting a binding induced color change
Panagiotis Manesiotis, Andrew J. Hall, Marco Emgenbroich, Milena Quaglia, Ersilia De Lorenzi, Börje Sellergren
2004-09-09
Communication
DOI: 10.1039/B407870E
Zinc–proline catalyzed pathway for the formation of sugars
Jacob Kofoed, Miguel Machuqueiro, Jean-Louis Reymond, Tamis Darbre
2004-05-27
Communication
DOI: 10.1039/B404465G
Ultrasonic cavitation in microspace
Yasuo Iida, Kyuichi Yasui, Toru Tuziuti, Manickam Sivakumar, Yoshishige Endo
2004-09-28
Communication
DOI: 10.1039/B410015H
Superhydrophobic silica aerogels by fluorination at the gel stage
Anna Roig, Elies Molins, Elisenda Rodríguez, Sandra Martínez, Marcial Moreno-Mañas, Adelina Vallribera
2004-09-06
Communication
DOI: 10.1039/B407987F
Unprecedented copper-catalyzed asymmetric conjugate addition of organometallic reagents to α,β-unsaturated lactams
Mauro Pineschi, Federica Del Moro, Adriaan J. Minnaard, Ben L. Feringa
2004-04-28
Communication
DOI: 10.1039/B403793F
Coordination of pertechnetate [TcO4]− to actinides
Mark J. Sarsfield, Andrew D. Sutton, Iain May, Gordon H. John, Clint Sharrad, Madeleine Helliwell
2004-09-06
Communication
DOI: 10.1039/B404424J
Semi-quantitative estimation by IR of framework, extraframework and defect Al species of HBEA zeolites
Isabelle Gener, Philippe Ayrault, Michel Guisnet
2004-09-01
Communication
DOI: 10.1039/B409964H
Self-assembly of aluminium–salen coupled nanostructures from encoded modules with cleavable disulfide DNA-linkers
Raymond S. Brown, Morten Nielsen, Kurt V. Gothelf
2004-05-27
Communication
DOI: 10.1039/B403956D
High-resolution transmission electron microscopy: the ultimate nanoanalytical technique‡
Paul A. Midgley
2004-05-07
Feature Article
DOI: 10.1039/B315513G
K6Cd4Sn3Se13: A polar open-framework compound based on the partially destroyed supertetrahedral [Cd4Sn4Se17]10− cluster
Nan Ding, Duck-Young Chung, Mercouri G. Kanatzidis
2004-04-23
Communication
DOI: 10.1039/B402686A
You might also like
Compound Q&A
What precautions should be taken when handling 2-Chloro-1,2-bis(4-methylphenyl)ethanone (CAS: 71193-32-3)?
When handling 2-Chloro-1,2-bis(4-methylphenyl)ethanone (CAS: 71193-32-3), it is ...
71193-32-32-Chloro-1,2-bis(4-m...
Compound Q&A
What industries use 4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzenesulfonyl chloride (CAS: 224789-26-8)?
4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl...
224789-26-84-Ethoxy-3-(5-methyl...
Compound Q&A
How should Methyl 3-Oxo-4-Androsten-17-Carboxylate (CAS: 2681-55-2) be stored?
Methyl 3-Oxo-4-Androsten-17-Carboxylate (CAS: 2681-55-2) should be stored in a c...
2681-55-2Methyl 3-Oxo-4-Andro...
Compound Q&A
What are the main uses of (R)-3-Amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid (CAS: 909725-61-7)?
(R)-3-Amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid is primarily used i...
909725-61-7(R)-3-Amino-4-(3-hex...
Compound Q&A
What regulatory guidelines apply to 2-Methyl-2-propanyl 3-amino-3-carbamoyl-1-azetidinecarboxylate (CAS: 1254120-14-3)?
2-Methyl-2-propanyl 3-amino-3-carbamoyl-1-azetidinecarboxylate (CAS: 1254120-14-...
1254120-14-32-Methyl-2-propanyl ...
Compound Q&A
Are there alternatives to (E)-4-(tert-Butoxy)-4-oxobut-2-enoic acid (CAS: 135355-96-3) in synthesis?
There are alternative reagents that can be used in synthesis instead of (E)-4-(t...
135355-96-3(E)-4-(tert-Butoxy)-...
Compound Q&A
What are the physical and chemical properties of [2-(3-Chlorophenyl)-1,3-thiazol-4-yl]methanol (CAS: 121202-20-8)?
[2-(3-Chlorophenyl)-1,3-thiazol-4-yl]methanol (CAS: 121202-20-8) is a crystallin...
121202-20-8[2-(3-Chlorophenyl)-...
Compound Q&A
What is the market or research trend for Methyl (2S)-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]{[(4-methylphenyl)sulfonyl]oxy}acetate (CAS: 166249-17-8)?
The market and research trends for Methyl (2S)-[(4S)-2,2-dimethyl-1,3-dioxolan-4...
166249-17-8Methyl (2S)-[(4S)-2,...
Compound Q&A
What is the market or research trend for 1-Bromo-2-isocyanatoethane (CAS: 42865-19-0)?
The market for 1-Bromo-2-isocyanatoethane (CAS: 42865-19-0) is driven by its use...
42865-19-01-Bromo-2-isocyanato...
Compound Q&A
What are the main uses of 4-Nitro-D-phenylalanine hydrochloride (CAS: 147065-06-3)?
4-Nitro-D-phenylalanine hydrochloride (CAS: 147065-06-3) is primarily used in re...
147065-06-34-Nitro-D-phenylalan...
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
5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
CAS Number:
32602-81-6
Molecular Formula:
C27H30O15
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.