Synthesis and Characterization of Ugi Adducts of Isatin

Authors

Cynthia Domergue, St. Mary's
Kimberly Hernandez, St. Mary's

Files

Digital Publisher

Digital Commons at St. Mary's University

Publication Date

Spring 2025

Description

B-lactam fragments have gathered attention in the chemistry field in being a pharmacophore for medicinal chemistry

- The Ugi reaction involves the reaction of an aldehyde, a primary amine, a carboxylic acid, and an isocyanide to generate α-acetoamido carboxamide derivates (Ugi adducts) -

We focused on the synthesis of the β-lactam derivatives: 1-Benzyl-N-(tert-butyl)-2-oxo-3(2-oxoazetidin-1- yl)indoline-3-carboxamide (4a), N-(tert-Butyl)-2-oxo-3-(2- oxoazetidine-1-yl) indoline-3-carbpxamide (4d) , and N- (tert-Butyl)-1-methyl-2-oxo-3-(2-oxoazetidine-1- yl)indoline-3-carboxamide (4e)

- The Ugi adducts of isatin were synthesized in TFE solvent by stirring the reactant mixture at room temperature and the conversion was monitored by TLC. The solvent was evaporated, and the crude product purified by flash chromatography.

Format

pdf

Size

1 page

City

San Antonio, Texas

Creative Commons License

This work is licensed under a Creative Commons Attribution-NonCommercial-No Derivative Works 4.0 International License.