Eosin Y photoredox catalyzed net redox neutral reaction for regiospecific annulation to 3-sulfonylindoles via anion oxidation of sodium sulfinate salts

Literature Information

Publication Date 2017-12-21
DOI 10.1039/C7OB02977B
Impact Factor 3.876
Authors

Shrikant D. Tambe, Umesh A. Kshirsagar


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Abstract

An eosin Y photoredox catalyzed net redox neutral process for 3-sulfonylindoles via the anionic oxidation of sodium sulfinate salts and its radical cascade cyclization with 2-alkynyl-azidoarenes was developed with visible light as a mediator. The reaction offers metal and oxidant/reductant free, visible light mediated vicinal sulfonamination of alkynes to 2-aryl/alkyl-3-sulfonylindoles and proceeds via the generation of a sulfur-centered radical through direct oxidation of the sulfinate anion by an excited photocatalyst with a reductive quenching cycle. The mild conditions, use of an organic dye as photo-catalyst, bench stability and easily accessible starting materials make the present approach green and attractive.

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Contents list

Front/Back Matter

DOI: 10.1039/C2CP90034C

Front cover

Cover

DOI: 10.1039/C2CP90002E

Back matter

Front/Back Matter

DOI: 10.1039/C2CP90040H

Magnetic properties of a doped linear polyarylamine bearing a high concentration of coupled spins (S = 1)

Vincent Maurel, Mohammad Jouni, Piotr Baran, Nicolas Onofrio, Serge Gambarelli, Jean-Marie Mouesca, David Djurado, Lionel Dubois, Jean-François Jacquot, Gérard Desfonds, Irena Kulszewicz-Bajer

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DOI: 10.1039/C1CP22766A

Lyotropic liquid crystalline phase behaviour in amphiphile–protic ionic liquid systems

Tamar L. Greaves, Celesta Fong, Calum J. Drummond

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DOI: 10.1039/C2CP23698B

The interaction of His337 with the Mn4Ca cluster of photosystem II

Simon Petrie, Phillip Gatt, Robert Stranger, Ron J. Pace

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