An efficient method for 3,4-dihydroisoquinolinium ion formation,leading to a facile introduction of nucleophiles |
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| Authors: | Makoto Shimizu Takato Kawamura Shinya Fukumoto Isao Mizota Yusong Zhu |
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| Institution: | 1. School of Energy Science and Engineering, Nanjing Tech University, Nanjing, China;2. Department of Chemistry for Materials, Graduate School of Engineering, Mie University, Tsu, Japan |
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| Abstract: | 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. |
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