Rhodium-Catalyzed Dimerization of Arylacetylenes and Addition of Malonates­ to 1,3-Enynes

Abstract

An 8-quinolinolato rhodium catalyst was found to be effective for head-to-tail selective dimerization of arylacetylenes. Formation of substituted cyclopentene and allene derivatives via alkyne dimerization and subsequent addition of malonates was also catalyzed by the 8-quinolinolato rhodium catalyst in the presence of cesium fluoride. One-pot reaction using palladium-catalyzed alkyne dimerization in conjunction with rhodium-catalyzed addition of malonates was also possible.

Key words

rhodium catalyst - aromatic terminal alkynes - head-to-tail dimerization - cyclopentene derivatives - allene derivatives

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