Synthetic studies on pyrrolophenanthridone skeleton from 1-benzoyl-7-iododihydroindole derivatives using palladium-assisted biaryl coupling reactions

Takashi Harayama, Hiroko Toko, Akihiro Hori, Taeko Miyagoe, Tomonori Sato, Hiromi Nishioka, Hitoshi Abe, Yasuo Takeuchi

Research output: Contribution to journalArticle

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Abstract

The biaryl coupling reaction of 1-benzoyl-7-iododihydroindole derivatives using Pd reagent was examined. 1-[(1,3-Benzodioxol-5-yl)carbonyl]-7-iodo-2,3-dihydroindole gave 4,5-dihydro-7H-[1,3]dioxolo[4,5-k]pyrrolo[3,2,1-de] phenanthridin-7-one, which was formed by connection to a more hindered carbon, as a major product. 1-(3,4-Dimethoxybenzoyl)-7-iodo-2,3-dihydroindole gave oxoassoanine and 10,11-dimethoxy-4,5-dihydropyrrolo[3,2,1-de]-phenanthridin-7-one in an almost equal ratio.

Original languageEnglish
Pages (from-to)513-520
Number of pages8
JournalHeterocycles
Volume61
Publication statusPublished - Dec 31 2003

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Palladium
Skeleton
Carbon
Derivatives
oxoassoanine

ASJC Scopus subject areas

  • Organic Chemistry

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Synthetic studies on pyrrolophenanthridone skeleton from 1-benzoyl-7-iododihydroindole derivatives using palladium-assisted biaryl coupling reactions. / Harayama, Takashi; Toko, Hiroko; Hori, Akihiro; Miyagoe, Taeko; Sato, Tomonori; Nishioka, Hiromi; Abe, Hitoshi; Takeuchi, Yasuo.

In: Heterocycles, Vol. 61, 31.12.2003, p. 513-520.

Research output: Contribution to journalArticle

Harayama, Takashi ; Toko, Hiroko ; Hori, Akihiro ; Miyagoe, Taeko ; Sato, Tomonori ; Nishioka, Hiromi ; Abe, Hitoshi ; Takeuchi, Yasuo. / Synthetic studies on pyrrolophenanthridone skeleton from 1-benzoyl-7-iododihydroindole derivatives using palladium-assisted biaryl coupling reactions. In: Heterocycles. 2003 ; Vol. 61. pp. 513-520.
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AU - Miyagoe, Taeko

AU - Sato, Tomonori

AU - Nishioka, Hiromi

AU - Abe, Hitoshi

AU - Takeuchi, Yasuo

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