Mechanochemical and Sonochemical Green Multicomponent Semisynthesis of Masticadienonic Acid Analogs

Isocyanide‐based multicomponent reactions (IMCRs) have emerged as efficient tools for the semisynthesis of natural product analogs, offering greener, faster, and more efficient compared to conventional multistep approaches. In this study, masticadienonic acid ( 5 ), a triterpenoid isolated from Pistacia mexicana , was employed in Passerini three‐component (P‐3CR) and Ugi four‐component (U‐4CR) reactions for accessing α‐acyloxycarboxamides ( 6a–e , 8a–c ) and bis ‐amides ( 14a–i ). Sonochemical (SC) and mechanochemical (MC) P‐3CR and U‐4CR green strategies were developed, contributing to the advancement of IMCR methodologies applied to synthesize natural product analogs within the framework of Green Chemistry.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2026-11-09
DOI
https://doi.org/10.1002/ejoc.70952
Primary Topic
Multicomponent Synthesis of Heterocycles
Type
article
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article

Mechanochemical and Sonochemical Green Multicomponent Semisynthesis of Masticadienonic Acid Analogs

Rocío Gámez‐Montaño, Fidel Rodríguez-López, Hugo A. García‐Gutiérrez, David Calderón‐Rangel
European Journal of Organic Chemistry
Multicomponent Synthesis of Heterocycles
article

Mechanochemical and Sonochemical Green Multicomponent Semisynthesis of Masticadienonic Acid Analogs

Rocío Gámez‐Montaño, Fidel Rodríguez-López, Hugo A. García‐Gutiérrez, David Calderón‐Rangel
article en

Abstract

Isocyanide‐based multicomponent reactions (IMCRs) have emerged as efficient tools for the semisynthesis of natural product analogs, offering greener, faster, and more efficient compared to conventional multistep approaches. In this study, masticadienonic acid ( 5 ), a triterpenoid isolated from Pistacia mexicana , was employed in Passerini three‐component (P‐3CR) and Ugi four‐component (U‐4CR) reactions for accessing α‐acyloxycarboxamides ( 6a–e , 8a–c ) and bis ‐amides ( 14a–i ). Sonochemical (SC) and mechanochemical (MC) P‐3CR and U‐4CR green strategies were developed, contributing to the advancement of IMCR methodologies applied to synthesize natural product analogs within the framework of Green Chemistry.

European Journal of Organic Chemistry
Universidad de Guanajuato (MX), Universidad Michoacana de San Nicolás de Hidalgo (MX), Instituto de Investigaciones Químico Biológicas (MX)
Multicomponent Synthesis of Heterocycles
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