An efficient AgOTf-catalyzed sequential reaction involving the oxidative ring-opening of aziridines by DMSO and aza-Michael addition has been developed. A series of 2,3-dihydro-4(1H)-isoquinolones were afforded in moderate to good yields by the formation of one new C[double bond, length as m-dash]O bond and one new C-N bond. The features of this sequential reaction include high bonding efficiency, use of a catalytic amount of catalysts, a broad substrate scope and mild conditions. This methodology provides a good choice for constructing the libraries of 2,3-dihydro-4(1H)-isoquinolones.
A highly site-selective tandem reaction involving regioselective ring opening of aziridines and Michael addition of electron-deficient alkenes has been described.
A new strategy for the facile and efficient synthesis of 4‐isochromanones has been developed. The reaction involves a Cu(OTf)2‐catalysed sequential reaction of epoxides carrying electron‐deficient alkenes using the solvent DMSO as the oxidant. The single‐step process involves a sequential oxidative ring opening of epoxides and an oxa‐Michael addition where one new C=O bond and one new C–O bond are created. The advantages of this approach include high efficiency, a broad substrate scope, and mild conditions.
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