Parallel and automated library synthesis of 2-long alkyl chain benzoazoles and azole[4,5-b]pyridines under microwave irradiation

A versatile route to 40-membered library of 2-long alkyl chain substituted benzoazoles (1 and 2) and azole[4,5-b]pyridines (3 and 4) via microwave-assisted combinatorial synthesis was developed. The reactions were carried out in both monomode and multimode microwave oven. With the latter, all reacti...

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Bibliographic Details
Published in:Molecular diversity 2005-11, Vol.9 (4), p.361-369
Main Authors: Martínez-Palou, Rafael, Zepeda, L Gerardo, Höpfl, Herbert, Montoya, Ascensión, Guzmán-Lucero, Diego J, Guzmán, Javier
Format: Article
Language:English
Subjects:
Alkylation
Azoles - chemical synthesis
Azoles - chemistry
Combinatorial Chemistry Techniques
Libraries
Microwaves
Pyridines - chemical synthesis
Pyridines - chemistry
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Summary:A versatile route to 40-membered library of 2-long alkyl chain substituted benzoazoles (1 and 2) and azole[4,5-b]pyridines (3 and 4) via microwave-assisted combinatorial synthesis was developed. The reactions were carried out in both monomode and multimode microwave oven. With the latter, all reactions were performed in high-throughput experimental settings consisting of an 8 x 5 combinatorial library designed to synthesize 40 compounds. Each step, from the addition of reagents to the recovery of final products, was automated. The microwave-assisted N-long chain alkylation reactions of 2-alkyl-1H-benzimidazole (1) and 2-alkyl-1H-benzimidazole[4,5-b] pyridines (3) were also studied.
ISSN:1381-1991
1573-501X
DOI:10.1007/s11030-005-6357-5