This work reports cascade cyclization between 1allenyl-2-alkynylbenzenes and nitrosoarenes. When these two components reacted alone under N 2 , N,O-functionalized indanefused isoxazolidines 3 were obtained selectively. DFT calculations verify that this reaction sequence involves unprecedented nitrone/ alkyne cycloadditions, followed by diradical rearrangement.
Gold-catalyzed synthesis of quinoline derivatives via [4 + 2] annulation between terminal arylynes and nitrones is described. Our mechanistic analysis supports the participation of alkynylgold intermediates, instead of a typical gold−carbene species in recently reported gold catalysis. These nucleophilic alkynylgold species react with nitrones via Povarov-type reactions. Cheap, readily available materials and a broad substrate scope manifest the advantage of this method.
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