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Unexpected cyclization of ortho-nitrochalcones into 2-alkylideneindolin-3-ones
Aksenov, Nicolai A. Aksenov, Dmitrii A. Arutiunov, Nikolai A. Aksenova, Daria S. Aksenov, Alexander V. Rubin, Michael
Aksenov, Nicolai A.
Aksenov, Dmitrii A.
Arutiunov, Nikolai A.
Aksenova, Daria S.
Aksenov, Alexander V.
Rubin, Michael
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Abstract
An original, facile, and highly efficient method for the preparation of 2-(3-oxoindolin-2-ylidene)acetonitriles from ortho-nitrochalcones is described. The featured transformation is a triggered Michael addition of the cyanide anion to the chalcone followed by a cascade cyclization mechanistically related to the Baeyer–Drewson reaction.
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2020-05-14
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Royal Society of Chemistry
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Aksenov NA, Aksenov DA, Arutiunov NA, Aksenova DS, Aksenov AV, Rubin M. Unexpected cyclization of ortho-nitrochalcones into 2-alkylideneindolin-3-ones. RSC Adv. 2020 May 14;10(31):18440-18450. doi: 10.1039/d0ra03520c. PMID: 35517232; PMCID: PMC9053718.