Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2022, Issue 5, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202101501
Keywords
Benzimidazole; Benzoxazine; Fluorine; Michael addition; One-pot; Trifluoromethyl
Categories
Funding
- National Natural Science Foundation of China [21672138]
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This study presents the first synthesis of fluoroalkylated benzimidazole- or indole-fused benzoxazines using fluoroalkylated propiolates as building blocks. The reactions proceeded smoothly under mild conditions, giving the desired products in moderate to high yields.
Fluoroalkyl group is of particular interest in pharmaceutical chemistry. Since benzimidazole- or indole-fused benzoxazines are important motifs in numerous biologically active molecules, the incorporation of a fluoroalkyl group into these molecules may provide more opportunities for drug developments. Herein we describe the first synthesis of fluoroalkylated benzimidazole- or indole-fused benzoxazines by using fluoroalkylated propiolates as building blocks. The reactions proceeded smoothly under mild conditions to give the desired products in moderate to high yields. Notably, benzimidazole-fused products were obtained by a convenient one-pot two-step process.
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