Metal-free transannulation reaction of indoles with nitrostyrenes: a simple practical synthesis of 3-substituted 2-quinolones

Aksenov, Alexander V.; Smirnov, Alexander N.; Aksenov, Nicolai A.; Aksenova, Inna V.; Frolova, Liliya V.; Kornienko, Alexander; Magedov, Igor V.; Rubin, Michael

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Issue Date

2016-07-15

Author

Aksenov, Alexander V.

Smirnov, Alexander N.

Aksenov, Nicolai A.

Aksenova, Inna V.

Frolova, Liliya V.

Kornienko, Alexander

Magedov, Igor V.

Rubin, Michael

Publisher

Royal Society of Chemistry

Type

Article

Article Version

Scholarly/refereed, author accepted manuscript

Metadata

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Abstract

3-Substituted 2-quinolones are obtained via a novel, metal-free transannulation reaction of 2-substituted indoles with 2-nitroalkenes in polyphosphoric acid. The reaction can be used in conjunction with the Fisher indole synthesis offering a practical three-component heteroannulation methodology to produce 2-quinolones from arylhydrazines, 2-nitroalkenes and acetophenone.

Citation

Aksenov, Alexander V., Alexander N. Smirnov, Nicolai A. Aksenov, Inna V. Aksenova, Liliya V. Frolova, Alexander Kornienko, Igor V. Magedov, and Michael Rubin. "Metal-free Transannulation Reaction of Indoles with Nitrostyrenes: A Simple Practical Synthesis of 3-substituted 2-quinolones." Chemical Communications 49.81 (2013): 9305.

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