TY - JOUR
T1 - Synthetic studies on pyrrolophenanthridone skeleton from 1-benzoyl-7-iododihydroindole derivatives using palladium-assisted biaryl coupling reactions
AU - Harayama, Takashi
AU - Toko, Hiroko
AU - Hori, Akihiro
AU - Miyagoe, Taeko
AU - Sato, Tomonori
AU - Nishioka, Hiromi
AU - Abe, Hitoshi
AU - Takeuchi, Yasuo
PY - 2003/12/31
Y1 - 2003/12/31
N2 - 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.
AB - 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.
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U2 - 10.3987/COM-03-S10
DO - 10.3987/COM-03-S10
M3 - Article
AN - SCOPUS:0347651893
SN - 0385-5414
VL - 61
SP - 513
EP - 520
JO - Heterocycles
JF - Heterocycles
ER -