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Note | Special issue | Vol 67, No. 1, 2006, pp.385-390
Published online, 24th March, 2005
DOI: 10.3987/COM-05-S(T)5
Regioselectivity in the Biaryl Coupling Reactions of 1-[(1,3-Benzodioxol-5-yl)methyl]-7-iodo-2,3-dihydroindole Using Palladium Reagent

Takashi Harayama,* Akihiro Hori, Hitoshi Abe, and Yasuo Takeuchi

*Faculty of Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, Okayama 700-8530, Japan

Abstract

The biaryl coupling reaction of 1-[(1,3-benzodioxol-5-yl)methyl]-7-iodo-2,3-dihydroindole (1) using Pd(OAc)2 gave selectively 4,5-dihydro-7H-[1,3]dioxolo[4,5-k]pyrrolo[3,2,1-de]phenanthridine (4), which was formed by connection to a more hindered carbon, in 3.4~4.2:1 ratios.