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An efficient method for 3,4‐dihydroisoquinolinium ion formation, leading to a facile introduction of nucleophiles
Journal of Heterocyclic Chemistry ( IF 2.4 ) Pub Date : 2020-12-17 , DOI: 10.1002/jhet.4211
Makoto Shimizu 1, 2 , Takato Kawamura 2 , Shinya Fukumoto 2 , Isao Mizota 2 , Yusong Zhu 1
Affiliation  

The ketene silyl acetal derived from ethyl 2‐benzyltetrahydroisoquinoline‐1‐carboxylate undergoes a rapid oxidation reaction with N‐bromosuccinimide to form 3,4‐dihydroisoquinolinium ion, which reacts with Grignard reagents to give 1,1‐disubstituted tetrahydroisoquinolines in good yields.

中文翻译:

3,4-二氢异喹啉鎓离子形成的有效方法,可轻松引入亲核试剂

源自2-苄基四氢异喹啉-1-羧酸乙酯的乙烯酮甲硅烷基缩醛与N-溴琥珀酰亚胺发生快速氧化反应,形成3,4-二氢异喹啉鎓离子,该离子与Grignard试剂反应生成1,1-二取代的四氢异喹啉,收率良好。
更新日期:2020-12-17
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