![N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-L-methionylglycine structure](https://static.chemtradehub.com/structs/234/23446-03-9-e1e5.webp "N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-L-methionylglycine structure")
N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-L-methionylglycine
CAS Number:
23446-03-9
Molecular Formula:
C12H22N2O5S
Blue-light induced iron-catalyzed chemoselective α-alkylation and α-olefination of arylacetonitriles with alcohols
Literature Information
Publication Date
2023-10-18
DOI
10.1039/D3QO01220D
Impact Factor
5.281
Authors
Dingguo Song, Shiliang Wang, Weiwei Huang, Rong Chen, Fangyuan Hu, Lingxin Cheng, Xianghua Zhao, Fei Ling, Weihui Zhong
View Original
Abstract
Alcohols and nitrile derivatives are highly important skeletons, widely applied in both organic and bioorganic chemistry. Borrowing hydrogen (BH) and dehydrogenative coupling (DC) strategies are powerful and environmentally friendly strategies for accessing α-alkyl nitriles and α,β-substituted acrylonitriles, owing to their atom economy and readily available starting materials. Herein, we have reported the first example of a mild and general protocol for the synthesis of α-alkyl nitriles and α,β-substituted acrylonitriles under photoirradiation. The reaction featured broad substrate scope with good functional group tolerance under simple conditions (43 examples, 50–88% yields). Remarkably, the mildness and practicality of this protocol were further demonstrated by the successful synthesis of anipamil via a two-cascade borrowing hydrogen procedure.
Recommended Journals
Pharmacological Reviews
Molecular Pharmacology
Journal of Physics and Chemistry of Solids
Journal of Catalysis
Proceedings of the National Academy of Sciences of the United States of America
Journal of Organometallic Chemistry
Pure and Applied Chemistry
European Journal of Wood and Wood Products
Helvetica Chimica Acta
Journal of Medicinal Chemistry
Related Literature
A rapid cell-permeating turn-on probe for sensitive and selective detection of sulfite in living cells
Jing Xu, Da-Jun Zheng, Mi-Mi Su, Yan-Chi Chen, Qing-Cai Jiao
2018-08-30
Paper
DOI: 10.1039/C8OB01908H
One-pot synthesis of polyfunctionalized quinolines via a copper-catalyzed tandem cyclization
Dianpeng Chen, Xuejun Sun, Yingying Shan, Jinmao You
2018-09-28
Paper
DOI: 10.1039/C8OB02078G
Möbius bis and tris-spiroaromatic systems
David Hall, Henry S. Rzepa
2002-12-02
Paper
DOI: 10.1039/B210415F
Diastereoselective construction of structurally diverse 2,3-dihydroquinolin-4-one scaffolds via redox neutral cascade [1,7]-hydride transfer/cyclization
Ronghao Xie, Shixiao Chen, Xianping Xiang, Xiangcong Yin, Lubin Xu, Shuai-Shuai Li, Liang Wang, Fengying Dong
2021-12-07
Research Article
DOI: 10.1039/D1QO01530C
From α-keto acids to nitrile oxides enabled by copper nitrate: a facile access to fused isoxazolines
Yuping Zhu, Tianqi Liu, Bingxin Liu, Houguang Shi, Qitao Tan
2021-12-10
Research Article
DOI: 10.1039/D1QO01574E
Purine-substituted imidazolium mesomeric betaines and their tautomeric N-heterocyclic carbenes. Formation of a cyclic borane adduct
Jiaxi Zhang, Eike G. Hübner, Jan C. Namyslo, Martin Nieger, Andreas Schmidt
2018-09-05
Paper
DOI: 10.1039/C8OB01916A
Fluorinated triazole-containing sphingosine analogues. Syntheses and in vitro evaluation as SPHK inhibitors
Margarita Escudero-Casao, Adrià Cardona, Raúl Beltrán-Debón, Yolanda Díaz, M. Isabel Matheu, Sergio Castillón
2018-09-24
Paper
DOI: 10.1039/C8OB01867G
Synthesis of functionalized 3,2′-pyrrolidinyl spirooxindoles via domino 1,6-addition/annulation reactions of para-quinone methides and 3-chlorooxindoles
Xiaochen Tian, Yongxing Zhang
2021-12-20
Research Article
DOI: 10.1039/D1QO01605A
Synthesis of 1,3-dithiol-2-ones as proligands related to molybdopterin
Ben Bradshaw, David Collison, C. David Garner, John A. Joule
2002-11-27
Paper
DOI: 10.1039/B209217D
An alternative route for the synthesis of hydroxylated pillar[5]arene-based amphiphiles
Talal F. Al-Azemi, Mickey Vinodh, Fatemeh H. Alipour, Abdirahman A. Mohamod
2018-09-26
Paper
DOI: 10.1039/C8OB02074D
You might also like
Compound Q&A
What is the market or research trend for N-(4-Methoxybenzyl)-2-pyridinamine (CAS: 52818-63-0)?
N-(4-Methoxybenzyl)-2-pyridinamine (CAS: 52818-63-0) is increasingly being used ...
52818-63-0N-(4-Methoxybenzyl)-...
Compound Q&A
What precautions should be taken when handling Ethyl 4-(2-chlorophenyl)-1,3-thiazole-2-carboxylate (CAS: 1050507-06-6)?
When handling Ethyl 4-(2-chlorophenyl)-1,3-thiazole-2-carboxylate, appropriate p...
1050507-06-6Ethyl 4-(2-chlorophe...
Compound Q&A
What regulatory guidelines apply to diethyldiselane (CAS: 628-39-7)?
Diethyldiselane (CAS: 628-39-7) is classified under the Globally Harmonized Syst...
628-39-7Diethyldiselane
Compound Q&A
What is the market or research trend for oxocopper (CAS: 12053-18-8)?
The market for oxocopper (CAS: 12053-18-8) is primarily driven by its use in cat...
12053-18-8oxocopper; oxo-(oxoc...
Compound Q&A
What is the market or research trend for 5-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-azaspiro[2.4]heptane-7-carboxylic acid?
The market for 5-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-azaspiro[2.4]heptane-7-c...
1268519-54-55-{[(2-Methyl-2-prop...
Compound Q&A
What is 2-(1-Pyrrolidinyl)-4-pyridinamine (CAS: 35981-63-6)?
2-(1-Pyrrolidinyl)-4-pyridinamine is a chemical compound with the CAS number 359...
35981-63-62-(1-Pyrrolidinyl)-4...
Compound Q&A
What are the physical and chemical properties of 2-(3-Pyridinyl)-1-azabicyclo[2.2.2]octane (CAS: 91556-75-1)?
2-(3-Pyridinyl)-1-azabicyclo[2.2.2]octane (CAS: 91556-75-1) is a crystalline sol...
91556-75-12-(3-Pyridinyl)-1-az...
Compound Q&A
How is (S)-Alpha-allyl-proline hydrochloride (CAS: 129704-91-2) typically synthesized?
(S)-Alpha-allyl-proline hydrochloride is usually synthesized via a Wittig reacti...
129704-91-2(S)-Alpha-allyl-prol...
Compound Q&A
What is 3-Methyl-1,2-oxazole-5-carboxylic acid (CAS: 4857-42-5)?
3-Methyl-1,2-oxazole-5-carboxylic acid (CAS: 4857-42-5) is an organic compound w...
4857-42-53-Methyl-1,2-oxazole...
Compound Q&A
How is Lys-SMCC-DM1 (CAS: 1281816-04-3) typically synthesized?
Lys-SMCC-DM1 is synthesized via a multi-step process involving the coupling of S...
1281816-04-3Lys-SMCC-DM1
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
![1-[6-(1H-Imidazol-1-yl)-3-pyridinyl]methanamine structure](https://static.chemtradehub.com/structs/914/914637-08-4-8825.webp "1-[6-(1H-Imidazol-1-yl)-3-pyridinyl]methanamine structure")
![1-oxaspiro[4.4]nonan-6-one structure](https://static.chemtradehub.com/structs/134/134179-01-4-e051.webp "1-oxaspiro[4.4]nonan-6-one structure")
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.