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

Rafael Martínez-Palou; L. Gerardo Zepeda; Herbert Höpfl; Ascensión Montoya; Diego J. Guzmán-Lucero; Javier Guzmán

doi:10.1007/s11030-005-6357-5

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

Rafael Martínez-Palou, L. Gerardo Zepeda, Herbert Höpfl, Ascensión Montoya, Diego J. Guzmán-Lucero, Javier Guzmán

Escuela Nacional de Ciencias Biológicas (ENCB)

Research output: Contribution to journal › Article › peer-review

20 Scopus citations

Abstract

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 8x5 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.

Original language	English
Pages (from-to)	361-369
Number of pages	9
Journal	Molecular Diversity
Volume	9
Issue number	4
DOIs	https://doi.org/10.1007/s11030-005-6357-5
State	Published - Nov 2005

Keywords

Benzimidazoles
Bezoxazoles
Combinatorial chemistry
Imidazo[4,5-b]pyridines
Microwave
Oxazolo[4,5-b] pyridines

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10.1007/s11030-005-6357-5

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

abstract = "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 8x5 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.",

keywords = "Benzimidazoles, Bezoxazoles, Combinatorial chemistry, Imidazo[4,5-b]pyridines, Microwave, Oxazolo[4,5-b] pyridines",

author = "Rafael Mart{\'i}nez-Palou and Zepeda, {L. Gerardo} and Herbert H{\"o}pfl and Ascensi{\'o}n Montoya and Guzm{\'a}n-Lucero, {Diego J.} and Javier Guzm{\'a}n",

note = "Funding Information: We wish to thank IMP for its financial support (project D.00219) and Q. Regina Alvarez for the recording GC/MS data.",

year = "2005",

month = nov,

doi = "10.1007/s11030-005-6357-5",

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volume = "9",

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journal = "Molecular Diversity",

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T1 - Parallel and automated library synthesis of 2-long alkyl chain benzoazoles and azole[4,5-b]pyridines under microwave irradiation

AU - Martínez-Palou, Rafael

AU - Zepeda, L. Gerardo

AU - Höpfl, Herbert

AU - Montoya, Ascensión

AU - Guzmán-Lucero, Diego J.

AU - Guzmán, Javier

N1 - Funding Information: We wish to thank IMP for its financial support (project D.00219) and Q. Regina Alvarez for the recording GC/MS data.

PY - 2005/11

Y1 - 2005/11

N2 - 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 8x5 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.

AB - 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 8x5 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.

KW - Benzimidazoles

KW - Bezoxazoles

KW - Combinatorial chemistry

KW - Imidazo[4,5-b]pyridines

KW - Microwave

KW - Oxazolo[4,5-b] pyridines

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U2 - 10.1007/s11030-005-6357-5

DO - 10.1007/s11030-005-6357-5

M3 - Artículo

SN - 1381-1991

VL - 9

SP - 361

EP - 369

JO - Molecular Diversity

JF - Molecular Diversity

IS - 4

ER -

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

Abstract

Keywords

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