Scandium Pentafluorobenzoate-Catalyzed Unexpected Cascade Reaction of 2-Aminobenzaldehydes with Primary Amines: A Process for the Preparation of Ring-Fused Aminals

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• 作者：Dan Mao ; Jun Tang ; Wenbo Wang ; Shengying Wu ; Xin Liu ; Jianjun Yu ; Limin Wang
• 刊名：Journal of Organic Chemistry
• 出版年：2013
• 出版时间：December 20, 2013
• 年：2013
• 卷：78
• 期：24
• 页码：12848-12854
• 全文大小：301K
• 年卷期：v.78,no.24(December 20, 2013)
• ISSN：1520-6904

文摘

An unexpected cascade reaction of 2-aminobenzaldehydes with arylamines catalyzed by scandium pentafluorobenzoate [Sc(Pfb)₃] was reported as a facile strategy for the efficient synthesis of a novel class of polycyclic ring-fused aminals N-substituted-6,7,11b,13-tetrahydro-6,12-[1,2]benzenoquinazolino[3,4-a]quinazolin-13-amines 1. Under similar conditions, a series of the analogues of Tr枚ger鈥檚 base, 13-substituted-5,6,11,12-tetrahydro-6,12-epiminodibenzo[b,f][1,5]diazocines 2 were obtained when the arylamines were replaced by methanamines. A possible mechanism for the formation of 1 and 2 was proposed.