Short and convenient synthesis of two natural phthalides by a copper(I) catalysed Sonogashira/oxacyclisation copper(I) process
作者: Julien PetrignetSamuel Inack NgiMohamed AbarbriJérôme Thibonnet
作者单位: 1Laboratoire d’Infectiologie et Santé Publique (UMR Université François Rabelais/INRA 1282), Université François Rabelais, Faculté des Sciences, Parc de Grandmont, 32 Avenue Monge, 37200 Tours, France
刊名: Tetrahedron Letters, 2014, Vol.55 (5), pp.982-984
来源数据库: Elsevier Journal
DOI: 10.1016/j.tetlet.2013.12.032
关键词: Copper catalysisCyclisationPhthalidesTotal synthesis
英文摘要: Abstract(#br)Total synthesis of (±)-herbaric acid and (±)-(4-methoxybenzyl)-5,7-dimethoxyphthalide, two natural phthalide products, was achieved in 8 steps and 5 steps, respectively, starting from commercially available 3,5-dimethoxyaniline. The key step of the sequence included a copper-catalysed tandem cross-coupling and oxacylisation reaction of terminal alkynes and 2-iodobenzoïc acid derivatives via 5- exo -dig cyclisation with high stereo-, regio- and chemoselectivities. This straightforward method allows the preparation of diverse phthalides, which belong to a group of pharmacologically important compounds.
全文获取路径: Elsevier  (合作)
影响因子:2.397 (2012)