Base-promoted cascade annulation and annulation/carboxylation of α-enolizable phosphoryl substituted ynones and isatins with CO<sub>2</sub>

A base-catalyzed cascade reaction of isatins and α-enolizable phosphoryl substituted ynones has been developed leading to spiroindolin-2-ones. The reaction is an anion-anionic domino process, where an unprecedented interception of the vinyl anion by the intermediate CO<sub>2</sub> was achieved to obtain spiroindolin-2-ones bearing a phosphonoacetate fragment.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc04158a
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Base-promoted cascade annulation and annulation/carboxylation of α-enolizable phosphoryl substituted ynones and isatins with CO2

I. P. Beletskaya, А.Н. Ефремов, Alexander Yu. Mitrofanov, Arina V. Murashkina et al.
Chemical Communications
Fluorine in Organic Chemistry
article

Base-promoted cascade annulation and annulation/carboxylation of α-enolizable phosphoryl substituted ynones and isatins with CO2

I. P. Beletskaya, А.Н. Ефремов, Alexander Yu. Mitrofanov, Arina V. Murashkina, Victoria E. Gontcharenko, Andrei V. Bogdanov, Alexander E Savoskin
article en

Abstract

A base-catalyzed cascade reaction of isatins and α-enolizable phosphoryl substituted ynones has been developed leading to spiroindolin-2-ones. The reaction is an anion-anionic domino process, where an unprecedented interception of the vinyl anion by the intermediate CO<sub>2</sub> was achieved to obtain spiroindolin-2-ones bearing a phosphonoacetate fragment.

Chemical CommunicationsVol. 61(83)
National Research University Higher School of Economics (RU), P.N. Lebedev Physical Institute of the Russian Academy of Sciences (RU), Lomonosov Moscow State University (RU), A.E. Arbuzov Institute of Organic and Physical Chemistry (RU)
Openalex Percentile: Top 81%
Fluorine in Organic Chemistry
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