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Literature DB >> 23902362

TEMPO-catalyzed aerobic oxygenation and nitrogenation of olefins via C═C double-bond cleavage.

Abstract

A novel TEMPO-catalyzed aerobic oxygenation and nitrogenation of hydrocarbons via C═C double-bond cleavage has been disclosed. The reaction employs molecular oxygen as the terminal oxidant and oxygen-atom source by metal-free catalysis under mild conditions. This method can be used for the preparation of industrially and pharmaceutically important N- and O-containing motifs, directly from simple and readily available hydrocarbons.

Entities: Chemical

Mesh：

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Year: 2013 PMID： 23902362 DOI： 10.1021/ja403824y

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

10 in total

Review 1. Alkynoates as Versatile and Powerful Chemical Tools for the Rapid Assembly of Diverse Heterocycles under Transition-Metal Catalysis: Recent Developments and Challenges.

Authors: Imtiaz Khan; Aliya Ibrar; Sumera Zaib
Journal: Top Curr Chem (Cham) Date: 2021-01-05

2. Electrochemical Azidooxygenation of Alkenes Mediated by a TEMPO-N₃ Charge-Transfer Complex.

Authors: Juno C Siu; Gregory S Sauer; Ambarneil Saha; Reed L Macey; Niankai Fu; Timothée Chauviré; Kyle M Lancaster; Song Lin
Journal: J Am Chem Soc Date: 2018-09-12 Impact factor: 15.419

3. CO/O₂ assisted oxidative carbon-carbon and carbon-heteroatom bond cleavage for the synthesis of oxosulfonates from DMSO and olefins.

Authors: Ailong Shao; Meng Gao; Songtao Chen; Tao Wang; Aiwen Lei
Journal: Chem Sci Date: 2016-12-07 Impact factor: 9.825

4. Metal-Free α-C(sp³)-H Functionalized Oxidative Cyclization of Tertiary N,N-Diaryl Amino Alcohols: Theoretical Approach for Mechanistic Pathway.

Authors: Zakir Ullah; Mihyun Kim
Journal: Molecules Date: 2017-03-29 Impact factor: 4.411

5. Selective Dealkenylative Functionalization of Styrenes via C-C Bond Cleavage.

Authors: Jianzhong Liu; Jun Pan; Xiao Luo; Xu Qiu; Cheng Zhang; Ning Jiao
Journal: Research (Wash D C) Date: 2020-11-10

6. Poly(ethylene glycol) dimethyl ether mediated oxidative scission of aromatic olefins to carbonyl compounds by molecular oxygen.

Authors: Tao Yu; Mingqing Guo; Simiaomiao Wen; Rongrong Zhao; Jinlong Wang; Yanli Sun; Qixing Liu; Haifeng Zhou
Journal: RSC Adv Date: 2021-04-14 Impact factor: 3.361

TEMPO-catalyzed aerobic oxygenation and nitrogenation of olefins via C═C double-bond cleavage.

Review 1. Alkynoates as Versatile and Powerful Chemical Tools for the Rapid Assembly of Diverse Heterocycles under Transition-Metal Catalysis: Recent Developments and Challenges.

2. Electrochemical Azidooxygenation of Alkenes Mediated by a TEMPO-N₃ Charge-Transfer Complex.

3. CO/O₂ assisted oxidative carbon-carbon and carbon-heteroatom bond cleavage for the synthesis of oxosulfonates from DMSO and olefins.

4. Metal-Free α-C(sp³)-H Functionalized Oxidative Cyclization of Tertiary N,N-Diaryl Amino Alcohols: Theoretical Approach for Mechanistic Pathway.

5. Selective Dealkenylative Functionalization of Styrenes via C-C Bond Cleavage.

6. Poly(ethylene glycol) dimethyl ether mediated oxidative scission of aromatic olefins to carbonyl compounds by molecular oxygen.

7. Selective desaturation of amides: a direct approach to enamides.

8. 1,2-Amino oxygenation of alkenes with hydrogen evolution reaction.

9. Oxidative Cleavage of Alkenes by O₂ with a Non-Heme Manganese Catalyst.

10. Molecular-oxygen-promoted Cu-catalyzed oxidative direct amidation of nonactivated carboxylic acids with azoles.