Novel Diels–Alder Reaction of 4-Nitro-1(2H)-isoquinolones

Reiko Fujita; Sota Wakayanagi; Hideaki Wakamatsu; Hisao Matsuzaki

doi:10.1248/cpb.54.209

Regular Articles

Novel Diels–Alder Reaction of 4-Nitro-1(2H)-isoquinolones

Reiko Fujita, Sota Wakayanagi, Hideaki Wakamatsu, Hisao Matsuzaki

著者情報

キーワード: 4-nitro-1(2H)-isoquinolone, 5(6H)-phenanthridone, Diels–Alder reaction, inhibitor, regioselectivity, calculation

ジャーナルフリー

2006 年 54 巻 2 号 p. 209-212

DOI https://doi.org/10.1248/cpb.54.209

詳細

抄録

A novel Diels–Alder (DA) reaction with 4-nitro-1(2H)-isoquinolones acting as the dienophile afforded 5(6H)-phenanthridone derivatives. The DA reaction of 4-nitro-1(2H)-isoquinolone with 1-methoxy-1,3-butadiene gave biologically active 5(6H)-phenanthridone possessing in a high yield. Regioselectivity of 4-nitro-1(2H)-isoquinolones with 1-methoxy-3-silyloxy-1,3-butadiene was calculated using molecular orbital (MO) calculations.

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