Bis(aminoalkyl)cyclopropenylidene (BAC)-Catalyzed Intramolecular Annulation of 2-(2-Formylaryl)-aryl-Substituted <i>p</i>-Quinone Methides to 9-Phenanthrol Derivatives

This article describes a bis(aminoalkyl)cyclopropenylidene (BAC)-catalyzed intramolecular annulation of strategically designed 2-(2-formylaryl)-phenyl-substituted <i>p</i>-quinone methides (<i>p-</i>QMs) to access 9-phenanthrol derivatives and related carbocycles. In addition, the synthetic utility of this methodology has been demonstrated in the synthesis of the seven-membered carbocyclic core of resveratrol-based natural products (±)-shoreaphenol and (±)-malibatol A.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-10-25
DOI
https://doi.org/10.1021/acs.joc.4c01993
Citations
7
Primary Topic
Synthesis of Indole Derivatives
Type
article
Field-Weighted Citation Impact
1.75

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article

Bis(aminoalkyl)cyclopropenylidene (BAC)-Catalyzed Intramolecular Annulation of 2-(2-Formylaryl)-aryl-Substituted p-Quinone Methides to 9-Phenanthrol Derivatives

Ramasamy Vijaya Anand, Deepak Baranwal, Pavit K. Ranga, Arun Kumar et al.
7 citations
The Journal of Organic Chemistry
Synthesis of Indole Derivatives
1.75
article

Bis(aminoalkyl)cyclopropenylidene (BAC)-Catalyzed Intramolecular Annulation of 2-(2-Formylaryl)-aryl-Substituted p-Quinone Methides to 9-Phenanthrol Derivatives

Ramasamy Vijaya Anand, Deepak Baranwal, Pavit K. Ranga, Arun Kumar, Feroz Ahmad, Shaheen Fatma
article en
7 citations

Abstract

This article describes a bis(aminoalkyl)cyclopropenylidene (BAC)-catalyzed intramolecular annulation of strategically designed 2-(2-formylaryl)-phenyl-substituted <i>p</i>-quinone methides (<i>p-</i>QMs) to access 9-phenanthrol derivatives and related carbocycles. In addition, the synthetic utility of this methodology has been demonstrated in the synthesis of the seven-membered carbocyclic core of resveratrol-based natural products (±)-shoreaphenol and (±)-malibatol A.

The Journal of Organic ChemistryVol. 89(22)
Indian Institute of Science Education and Research Mohali (IN)
Ministry of Education, India, Indian Institute of Science Education and Research Mohali
Openalex Percentile: Top 16%
Synthesis of Indole Derivatives
1.75
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