Stereoselective synthesis of C-fused pyranoindoles, pyranobenzofurans and pyranobenzothiophene scaffolds using oxa-Pictet–Spengler type reaction of vinylogous carbonates
作者： Santosh J. Gharpure , V. Prasath
DOI: 10.1039/C4OB01387E
关键词: Chemistry 、 Tandem 、 Stereoselectivity 、 Ring (chemistry) 、 Alcohol 、 Indole test 、 Intramolecular force 、 Sonogashira coupling 、 Organic chemistry 、 Benzofuran
摘要: C-fused pyranoheterocycles can be readily assembled using an intramolecular oxa-Pictet–Spengler type reaction of vinylogous carbonates in a highly stereoselective manner. Required indole and benzofuran rings tethered to are prepared by tandem Sonogashira coupling–nucleopalladation reaction. The entire process also carried out ‘one-pot’ manner starting from homopropargyl alcohol. pyranoindoles could converted spirooxindoles as well ring expanded products under oxidative conditions.
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