Synthetic approach to imidazo[1,2-a]pyridine derivatives by the intramolecular nitrone cycloaddition methodology
Synthetic approach to imidazo[1,2-a]pyridine derivatives by the intramolecular nitrone cycloaddition methodology
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DOI：
10.1016/s0040-4020(02)00404-0
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发表时间：
2002-05-27
期刊：
影响因子：
2.1
通讯作者：
Zecchi, G
中科院分区：
文献类型：
--
作者：
Basso, D;Broggini, G;Zecchi, G
由1-烯丙基-2-咪唑乙醛衍生的n -苄基和(R)- n -（α -苯乙基）硝基经分子内环加成得到以桥环为主的产物。即5,6,8,9-四氢-6,9-甲烷咪唑[2,1-d][1,2,5]恶二氮卓衍生物。后者的催化加氢得到了外消旋和对映的6,8官能化5,6,7,8-四氢咪唑[1,2a]吡啶。(C) 2002 Elsevier Science Ltd.版权所有。
N-Benzyl and (R)-N-(alpha-phenylethyl) nitrones derived from 1-allyl-2-imidazolecarbaldehyde underwent intramolecular cyclo-addition to give predominantly bridged-ring products. namely 5,6,8,9-tetrahydro-6,9-methanoimidazo[2,1-d][1,2,5]oxadiazepine derivatives. Catalytic hydrogenation of the latter furnished both racemic and enantiopure 6,8-functionalised 5,6,7,8-tetrahydro-imidazo[1,2a]pyridines. (C) 2002 Elsevier Science Ltd. All rights reserved.