Rediscovery of\nan Old Named Reaction: From Micellar\nCatalysis to Unusual Schotten–Baumann Conditions

A mixture of lecithin and Tween 80 as surfactants proved\nto be\neffective for amide bond formation between acyl chlorides and amines\nin an aqueous solution. This approach, commonly termed micellar catalysis,\nis hypothesized to be a greener and more efficient alternative to\nconventional methods. However, through empirical analysis, we discovered\nthat the expected advantages of micellar catalysis were unfounded,\nleading us to reevaluate its efficacy. Contrary to our initial beliefs,\nunusual Schotten–Baumann conditions proved to be superior in\nboth efficiency and practicality. This shift in understanding not\nonly challenges the current enthusiasm for micellar catalysis but\nalso reaffirms the value of established methodologies, emphasizing\nthe necessity of critical scrutiny in the advancement of sustainable\nchemistry.

Publication Details

Journal
Figshare
Published
2024-08-30
DOI
https://doi.org/10.1021/acs.oprd.4c00100.s001
Primary Topic
Multicomponent Synthesis of Heterocycles
Type
article
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article

Rediscovery of\nan Old Named Reaction: From Micellar\nCatalysis to Unusual Schotten–Baumann Conditions

Figshare
Multicomponent Synthesis of Heterocycles
article

Rediscovery of\nan Old Named Reaction: From Micellar\nCatalysis to Unusual Schotten–Baumann Conditions

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Abstract

A mixture of lecithin and Tween 80 as surfactants proved\nto be\neffective for amide bond formation between acyl chlorides and amines\nin an aqueous solution. This approach, commonly termed micellar catalysis,\nis hypothesized to be a greener and more efficient alternative to\nconventional methods. However, through empirical analysis, we discovered\nthat the expected advantages of micellar catalysis were unfounded,\nleading us to reevaluate its efficacy. Contrary to our initial beliefs,\nunusual Schotten–Baumann conditions proved to be superior in\nboth efficiency and practicality. This shift in understanding not\nonly challenges the current enthusiasm for micellar catalysis but\nalso reaffirms the value of established methodologies, emphasizing\nthe necessity of critical scrutiny in the advancement of sustainable\nchemistry.

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Openalex Percentile: Top 61%
Multicomponent Synthesis of Heterocycles
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