Organo-cation Catalyzed Site-selective Sequential Alkylation of Dimeric 2-Oxindoles: Concise Catalytic Approach to (+)-Calycanthidine and (+)-Idiospermuline

Debabrata Mondal; Alakesh Bisai

doi:10.1039/d5qo01482d

December 1, 2025Organic Chemistry Frontiers

Organo-cation Catalyzed Site-selective Sequential Alkylation of Dimeric 2-Oxindoles: Concise Catalytic Approach to (+)-Calycanthidine and (+)-Idiospermuline

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Key Points

Selective alkylation leads to the synthesis of key alkaloids, specifically targeting quaternary stereocenters.
The catalytic method developed is a novel approach for synthesizing bis(cyclotryptamine) alkaloids.
This process enables efficient construction of complex molecular structures in a concise manner.
Implications highlight the potential for creating structurally diverse alkaloids using this innovative catalytic technique.

Implication

Catalytic approach achieves selective alkylation in 2-oxindoles, highlighting a pathway for alkaloids with quaternary stereocenters.

Abstract

Expeditious approach to the naturally occurring bis(cyclotryptamine) alkaloids sharing vicinal all-carbon quaternary stereocenters connected through an elongated and labile C-3a–C-3a′ σ-bond, has been realized via the development of an organo-cation...

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Cite This Study

Mondal et al. (2025) studied this question.

synapsesocial.com/papers/6930dc9eea1aef094cca2d3b https://doi.org/10.1039/d5qo01482d

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Organo-cation Catalyzed Site-selective Sequential Alkylation of Dimeric 2-Oxindoles: Concise Catalytic Approach to (+)-Calycanthidine and (+)-Idiospermuline

Key Points

Implication

Abstract

Discussion

Cite This Study

Organo-cation Catalyzed Site-selective Sequential Alkylation of Dimeric 2-Oxindoles: Concise Catalytic Approach to (+)-Calycanthidine and (+)-Idiospermuline

Key Points

Implication

Abstract

Discussion

Cite This Study

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