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Paper | Special issue | Vol 79, No. 1, 2009, pp.753-764
Published online, 31st October, 2008
DOI: 10.3987/COM-08-S(D)40
Synthetic Studies on Natural Isocoumarins and Isocarbostyril Derivatives Having an Alkyl Substituent at the 3-Position: Total Synthesis of Scoparines A and B, and Ruprechstyril

Marcellino Rudyanto, Koichi Kobayashi, and Toshio Honda*

*Faculty of Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan

Abstract

Two isocoumarins, scoparines A and B, having n-propyl group at the 3-position, and a new isocarbostyril, ruprechstyril, bearing n-pentyl substituent at the 3-position were synthesized via Sonogashira coupling of the corresponding aromatic halides and alkynes, followed by regioselective 6-endo-dig cyclization.