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Short Paper | Special issue | Vol 88, No. 1, 2014, pp.675-687
Published online, 2nd July, 2013
DOI: 10.3987/COM-13-S(S)21
An Approach to the Synthesis of Novel Dihydroindoles Bearing Electron-Withdrawing Groups at C-2 Position

Fumi Okabe, Hiroshi Maruoka,* Masaru Takasu, Eiichi Masumoto, Toshihiro Fujioka, and Kenji Yamagata

*Faculty of Pharmaceutical Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan

Abstract

The synthesis of novel dihydroindoles 8ad and 9ad bearing electron-withdrawing groups at C-2 position is presented. The key step of this approach is an efficient intramolecular Diels-Alder reaction of N-alkenylated 2-amino-3-furancarbonitriles 4ad and 5ad.