EventsThe 27th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-27-16061
This submission belongs to the session S1. General Organic Synthesis of the event The 27th International Electronic Conference on Synthetic Organic Chemistry
Published date
15 Nov, 2023
Academic Editor
author-avatarJulio A. Seijas
Citation
Fidel Rodriguez-Lopez, Edgar G. Rodríguez-García, Hugo A. García-Gutiérrez, Rocio Gámez-Montaño, Plant-derived triterpenoid functionalization: synthesis of α-acyloxycarboxamides, in Proceedings of The 27th International Electronic Conference on Synthetic Organic Chemistry, 15 November–30 November 2023, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-27-16061
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Plant-derived triterpenoid functionalization: synthesis of α-acyloxycarboxamides

Fidel Rodriguez-Lopez 1
Edgar G. Rodríguez-García 2
Hugo A. García-Gutiérrez 3
Rocio Gámez-Montaño 2
1. Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Mexico, Mexico
2. Departamento de Química, Universidad de Guanajuato, Mexico
3. Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Mexico
Abstract

The application of isocyanide-based multicomponent reactions for triterpenoid functionalization is few reported. Triterpenoids and their derivatives are an important class of natural products due to their potential applications as antibacterial, antifungal, and cytotoxic agents. Herein, we describe the use of ethanol as solvent in the Passerini reaction for the functionalization of masticadienonic acid isolated from fruits and peduncles of P. mexicana. A small series of α-acyloxycarboxamides was synthesized with moderate yields of 33 to 57%, evaluating and extending the scope of the aldehyde component.

Keywords
triterpenoid
IMCR
Passerini-3CR
α-acyloxycarboxamide
Manuscript
sciforum-082139-clean.pdf
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