Furochromone-isatin conjugates via an uncatalyzed diastereoselective [4 + 1] cycloaddition/tautomerization/Friedel-Crafts hydroxyalkylation domino reaction

详细信息    查看全文

• 作者：Mohammad Bagher Teimouri^a ; ^{teimouri@khu.ac.ir} ; ^{mbteimouri@yahoo.com} ; Fatemeh Zolfaghari^a ; Soheila Naderi^b
• 关键词：Isatin ; Isocyanide ; 3-Formylchromone ; 3-Hydroxyoxindole ; Multicomponent reaction
• 刊名：Tetrahedron
• 出版年：2017
• 出版时间：19 January 2017
• 年：2017
• 卷：73
• 期：3
• 页码：262-271
• 全文大小：822 K
• 卷排序：73

文摘

A series of diverse polycyclic heterocycles containing 3-hydroxyoxindole, and alkyliminofurochromone fused rings have been synthesized through the uncatalyzed Friedel-Crafts hydroxyalkylation of 3-(alkylamino)-9H-furo [3,4-b]chromen-9-ones generated in situ by the [4 + 1] cycloaddition/tautomerization of alkyl isocyanides and 3-formylchromones with isatin derivatives. The method is simple and provides a new class of pharmacologically important furochromone-isatin conjugates in moderate to good yields. The products bearing two contiguous stereogenic centers and one stereogenic group were obtained in excellent diastereoselectivities.