Abstract
2-[2-(5-Aryl-2-furyl)ethenyl]-1,3-benzazoles were synthesized by reaction of 5-aryl-2-furaldehydes with 2-methylbenzoxazole, 2-methylbenzothiazole, 2-methylbenzimidazole, and 2-cyanomethylbenzimidazole. The corresponding benzazoles were also obtained by reaction of N-(5-arylfurfurylidene)anilines with 2-methylbenzoxazoles and of 3-(5-aryl-2-furyl)-2-cyanopropenoyl chlorides with o-phenylenediamine. The acylation of o-aminophenol with 3-(5-aryl-2-furyl)-2-cyanopropenoyl chlorides occurs at the amino group without subsequent oxazole ring closure.
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Ganushchak, N.I., Lesyuk, A.I., Fedorovich, I.S. et al. 5-Aryl-2-furaldehydes in the Synthesis of 2-Substituted 1,3-Benzazoles. Russian Journal of Organic Chemistry 39, 1295–1300 (2003). https://doi.org/10.1023/B:RUJO.0000010217.17000.e6
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DOI: https://doi.org/10.1023/B:RUJO.0000010217.17000.e6