Racemic total synthesis of oxomaritidine by iodobenzene-catalyzed oxidative phenolic coupling under mild reaction conditions

Yasutomo Yamamoto, Jinka Sho, Kiyoshi Tomioka
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Abstract

A hypervalent iodine-catalyzed phenolic coupling reaction of norbelladine derivatives was examined with a catalytic amount of iodobenzene and meta-chloroperbenzoic acid as the terminal oxidant. The addition of acetic acid dramatically accelerated the reaction rate even at room temperature, and the cyclized products were successfully obtained under mild reaction conditions. The methods were applicable to the racemic total synthesis of oxomaritidine.

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在温和的反应条件下,通过碘苯催化的氧化酚偶联,外消旋全合成奥沙利定
以碘苯为催化剂,以-氯过苯甲酸为末端氧化剂,研究了高价碘催化的去甲贝拉定衍生物酚醛偶联反应。即使在室温下,加入乙酸也能显著加快反应速度,并在温和的反应条件下成功获得环化产物。这些方法适用于奥沙利定的外消旋全合成。
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