Vinyl selenones: annulation agents for the synthesis of six-membered benzo-1,4-heterocyclic compounds

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• 作者：Luana Bagnoli ; ^{bagnoli@unipg.it} ; Sara Casini ; Francesca Marini ; Claudio Santi ; Lorenzo Testaferri
• 关键词：Vinyl selenones ; MIRC reaction ; 1 ; 4-Benzodioxines ; 1 ; 4-Benzothiines ; 1 ; 4-Benzoxazines
• 刊名：Tetrahedron
• 出版年：2013
• 出版时间：14 January, 2013
• 年：2013
• 卷：69
• 期：2
• 页码：481-486
• 全文大小：1226 K

文摘

A novel and general approach to six-membered bicyclic benzo fused 1,4-heterocycles is described. The addition-cyclization cascade of benzo 1,2-diols, 1,2-thiols and 2-(benzylamino)phenols with stable and easily available vinyl selenones affords differently substituted 2,3-dihydro-1,4-benzodioxines, benzodithiines and 3,4-dihydro-2H-1,4-benzoxazines in good yields. The same procedure has been extended to the synthesis of 1,2,3,4-tetrahydroquinoxalines. All of these heterocycles are present in a variety of biologically active compounds.