Publisher： Blackwell Publishing
E-ISSN： 1099-0690|2015|27|5914-5918
ISSN： 1434-193X
Source： European Journal of Organic Chemistry, Vol.2015, Iss.27, 2015-09, pp. : 5914-5918
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Abstract
The Cu(OAc)2-catalyzed tandem reaction of 2-(1-alkynyl)benzaldimines with water for the synthesis of isoquinolin-1(2H)-ones was developed. Moreover, 4-halogen-substituted isoquinolin-1(2H)-ones were obtained in good yields simply by including N-halosuccinimides (NXS: X = Cl, Br, I) in the reaction system. Mechanistic studies indicated that the reactions are probably initiated by highly regioselective intramolecular cyclization of 2-(1-alkynyl)benzaldimines to give the corresponding isoquinolinium intermediates. The Cu(OAc)2-catalyzed tandem reaction of 2-(1-alkynyl)benzaldimines with water for the synthesis of isoquinolin-1(2H)-ones is developed. 4-Halogen-substituted isoquinolin-1(2H)-ones can be obtained in good yields simply by including N-halosuccinimides (NXS) in the reaction system. Mechanistic studies are also undertaken.
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