Microwave-Assisted One-Pot Telescoped Synthesis of 2‑Amino-1,3-thiazoles, Selenazoles, Imidazo[1,2‑a]pyridines, and Other Heterocycles from Alcohols

Primary and secondary alcohols have been converted into 2-amino-1,3-thiazoles under microwave irradiation, employing trichloroisocyanuric acid (TCCA) as a dual oxidant and chlorine source, TEMPO as a co-oxidant, and thiourea. Secondary alcohols underwent a single-stage, one-pot conversion process, w...

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Veröffentlicht in:	Journal of organic chemistry 2024-04, Vol.89 (7), p.4628-4646
Hauptverfasser:	Macías-Benítez, Pablo, Sierra-Padilla, Alfonso, Guerra, Francisco M., Moreno-Dorado, F. Javier
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container_end_page	4646
container_issue	7
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container_title	Journal of organic chemistry
container_volume	89
creator	Macías-Benítez, Pablo Sierra-Padilla, Alfonso Guerra, Francisco M. Moreno-Dorado, F. Javier
description	Primary and secondary alcohols have been converted into 2-amino-1,3-thiazoles under microwave irradiation, employing trichloroisocyanuric acid (TCCA) as a dual oxidant and chlorine source, TEMPO as a co-oxidant, and thiourea. Secondary alcohols underwent a single-stage, one-pot conversion process, while primary alcohols required a two-stage, one-pot procedure. Both transformations were completed within minutes (25–45 min). The versatility of this protocol extends to the synthesis of other heterocycles, including 1,3-selenazoles, 2-aminoimidazoles, imidazo[1,2-a]pyridines, quinoxalines, and hydrazino thiazoles by replacing thiourea with the appropriate surrogates.
doi_str_mv	10.1021/acs.joc.3c02903
format	Article
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title	Microwave-Assisted One-Pot Telescoped Synthesis of 2‑Amino-1,3-thiazoles, Selenazoles, Imidazo[1,2‑a]pyridines, and Other Heterocycles from Alcohols
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