Efficient and General Synthesis of 2‐Substituted 2‐Methyl 2 H ‐Chromenes Under Lewis Acid‐Catalyzed Conditions

ABSTRACT An efficient and operationally straightforward approach has been developed for the synthesis of 2‐allyl‐2‐methyl‐2 H ‐chromenes under Lewis acid‐mediated conditions. The reaction proceeds via initial isomerization of the ( E )‐double bond in the enone substrate, followed by intramolecular cyclization and nucleophilic trapping. This cascade sequence offers several notable advantages, including mild reaction conditions, sequential isomerization with concurrent formation of both C–O and C–C bonds in a single step, the use of readily accessible reagents, broad substrate tolerance toward electron‐donating and halo substituents, and good to excellent isolated yields.

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Publication Details

Journal
Journal of Heterocyclic Chemistry
Published
2026-08-25
DOI
https://doi.org/10.1002/jhet.70243
Primary Topic
Synthesis of Indole Derivatives
Type
article
Field-Weighted Citation Impact
0.00
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article

Efficient and General Synthesis of 2‐Substituted 2‐Methyl 2 H ‐Chromenes Under Lewis Acid‐Catalyzed Conditions

Debendra K. Mohapatra, Aedula Vishnu V. Reddy, Gheya Bharathi Tammu
Journal of Heterocyclic Chemistry
Synthesis of Indole Derivatives
article

Efficient and General Synthesis of 2‐Substituted 2‐Methyl 2 H ‐Chromenes Under Lewis Acid‐Catalyzed Conditions

Debendra K. Mohapatra, Aedula Vishnu V. Reddy, Gheya Bharathi Tammu
article en

Abstract

ABSTRACT An efficient and operationally straightforward approach has been developed for the synthesis of 2‐allyl‐2‐methyl‐2 H ‐chromenes under Lewis acid‐mediated conditions. The reaction proceeds via initial isomerization of the ( E )‐double bond in the enone substrate, followed by intramolecular cyclization and nucleophilic trapping. This cascade sequence offers several notable advantages, including mild reaction conditions, sequential isomerization with concurrent formation of both C–O and C–C bonds in a single step, the use of readily accessible reagents, broad substrate tolerance toward electron‐donating and halo substituents, and good to excellent isolated yields.

Journal of Heterocyclic Chemistry
Indian Institute of Chemical Technology (IN), Academy of Scientific and Innovative Research (IN)
Openalex Percentile: Top 19%
Synthesis of Indole Derivatives
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