Literature DB >> 28101550

Photoredox-catalysed redox-neutral trifluoromethylation of vinyl azides for the synthesis of α-trifluoromethylated ketones.

Hai-Tao Qin1, Shu-Wei Wu, Jia-Li Liu, Feng Liu.   

Abstract

A redox-neutral, mild, and simple protocol is developed for the synthesis of α-trifluoromethylated ketones from vinyl azides under transition-metal-free conditions. In the presence of organic photoredox catalyst N-methyl-9-mesityl acridinium and sodium trifluoromethanesulfinate, a broad range of substituted vinyl azides were found to react smoothly upon visible-light irradiation, readily furnishing the corresponding products in satisfied yields.

Entities:  

Year:  2017        PMID: 28101550     DOI: 10.1039/c6cc10035j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  7 in total

1.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

2.  Structural elaboration of dicyanopyrazine: towards push-pull molecules with tailored photoredox activity.

Authors:  Zuzana Hloušková; Milan Klikar; Oldřich Pytela; Numan Almonasy; Aleš Růžička; Veronika Jandová; Filip Bureš
Journal:  RSC Adv       Date:  2019-07-31       Impact factor: 4.036

3.  Visible-light-induced aerobic C3-H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols.

Authors:  Xiaobo Xu; Chengcai Xia; Xiaojun Li; Jian Sun; Liqiang Hao
Journal:  RSC Adv       Date:  2020-01-09       Impact factor: 4.036

4.  CF3SO2X (X = Na, Cl) as reagents for trifluoromethylation, trifluoromethylsulfenyl-, -sulfinyl- and -sulfonylation. Part 1: Use of CF3SO2Na.

Authors:  Hélène Guyon; Hélène Chachignon; Dominique Cahard
Journal:  Beilstein J Org Chem       Date:  2017-12-19       Impact factor: 2.883

Review 5.  Photocatalyzed syntheses of phenanthrenes and their aza-analogues. A review.

Authors:  Alessandra Del Tito; Havall Othman Abdulla; Davide Ravelli; Stefano Protti; Maurizio Fagnoni
Journal:  Beilstein J Org Chem       Date:  2020-06-25       Impact factor: 2.883

6.  Vinyl Azides as Radical Acceptors in the Vitamin B12-Catalyzed Synthesis of Unsymmetrical Ketones.

Authors:  Krzysztof R Dworakowski; Sabina Pisarek; Sidra Hassan; Dorota Gryko
Journal:  Org Lett       Date:  2021-11-16       Impact factor: 6.005

7.  Visible-light-induced oxidant and metal-free dehydrogenative cascade trifluoromethylation and oxidation of 1,6-enynes with water.

Authors:  Sadhan Jana; Ajay Verma; Rahul Kadu; Sangit Kumar
Journal:  Chem Sci       Date:  2017-07-10       Impact factor: 9.825

  7 in total

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