KIO 4 ‐mediated Selective Hydroxymethylation/Methylenation of Imidazo‐Heteroarenes: A Greener Approach

Autor:	Antonio L. Braga, Sumbal Saba, Marcelo S. Franco, Jamal Rafique
Rok vydání:	2021
Předmět:	Green chemistry chemistry.chemical_compound chemistry Reagent Formaldehyde Glycerol General Chemistry Oxidative cleavage Ethylene glycol Combinatorial chemistry Catalysis Methane
Zdroj:	Angewandte Chemie International Edition. 60:18454-18460
ISSN:	1521-3773 1433-7851
DOI:	10.1002/anie.202104503
Popis:	Herein, we report a KIO4 -mediated, sustainable and chemoselective approach for the one-pot C(sp2 )-H bond hydroxymethylation or methylenation of imidazo-heteroarenes with formaldehyde, generated in situ via the oxidative cleavage of ethylene glycol or glycerol (renewable reagents) through the Malaprade reaction. In the presence of ethylene glycol, a series of 3-hydroxymethyl-imidazo-heteroarenes was obtained in good to excellent yields. These compounds are important intermediates to access pharmaceutical drugs, e.g., Zolpidem. Furthermore, by using glycerol, bis(imidazo[1,2-a]pyridin-3-yl)methane derivatives were selectively obtained in good to excellent yields.
Databáze:	OpenAIRE
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