Tetrahedron

Concise synthesis of quinazoline alkaloids, luotonins A and B, and rutaecarpine

…, A Hori, G Serban, Y Morikami, T Matsumoto, H Abe…

Index: Harayama, Takashi; Hori, Akihiro; Serban, Georgeta; Morikami, Yoshiaki; Matsumoto, Takuya; Abe, Hitoshi; Takeuchi, Yasuo Tetrahedron, 2004 , vol. 60, # 47 p. 10645 - 10649

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Citation Number: 58

Abstract

The total synthesis of luotonin A was achieved in excellent yield by using a Pd-assisted biaryl coupling reaction of N-(bromoquinolinyl) methylquinazolinone with Cy3P and KOAc. The successive treatment of luotonin A with NBS and aq. AgNO3 gave luotonin B in good yield. Although the Pd-assisted coupling reaction of N-(2-bromoindolyl) ethylquinazolinone with Cy3P and KOAc yielded rutaecarpine in poor yield, N-acetate under the same ...

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