Recent developments in the one-pot synthesis of 1,4-benzoxazines, 1,4-benzodioxins and their 2,3-dihydro derivatives
Résumé
1,4-Benzoxazine and 1,4-benzodioxin derivatives have received great attention in chemical and medicinal research due to their natural occurrence and important biological activities. These compounds are known to be central nervous system depressants, antipsychotic agents, calcium antagonists, diuretic and antibacterial agents, while others are potential drugs for treating neurodegenerative, inflammatory, autoimmune, cardiovascular and diabetic disorders. Past syntheses of 1,4-benzoxazine and 1,4-benzodioxin derivatives have relied predominantly upon multistep procedures, using 2-aminophenols and catechols as the starting materials, respectively. However, these methods suffered some limitations in the generation of molecular diversity. The recent development of new synthetic strategies such as metal-catalyzed reactions, cascade reactions or microwave irradiation, which allow one-pot multiple functionalization, contributes to revitalize interest in the 1,4-benzoxazine and 1,4-benzodioxin cores. The present review mainly highlights, through contributions published after 2000 in chemical journals, the recent synthetic strategies allowing the one-pot synthesis of these biologically relevant Nand O-heterocycles.
Domaines
Chimie thérapeutique
Fichier principal
Accepted chapter. Recent Dev. in One-pot synthesis 2007.pdf (343.72 Ko)
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