Perumal Vinoth , Muthu Karuppasamy , Anish Gupta , Subbiah Nagarajan , C. Uma Maheswari , Vellaisamy Sridharan
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引用次数: 1
Abstract
A palladium-catalyzed one-pot, two-step sequential reaction of 2-alkynylarylaldehydes and ketones was established to access isoquinolines under mild conditions. The initial palladium-triggered 6-endo-dig cyclization-hydration-ring opening sequence afforded the 1,5-dicarbonyl compounds and the subsequent annulation in the presence of ammonium acetate delivered the isoquinoline derivatives in good to excellent yields (up to 97%) in short reaction times. The challenging alkynes bearing pendant hydroxyl and amino functionalities have shown significant reactivity in accessing the corresponding isoquinolines in good yields. The developed domino sequence was highly regioselective and completely evaded the competitive 5-exo-dig cyclization leading to indenones unlike the gold-catalyzed literature precedent.
期刊介绍：
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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