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A simple, efficient method for regioselective synthesis of 7-aminomethyl-7,8-dihydro-6H-quinolin-5-ones, new potential CNS agents

✍ Scribed by Beatriz Pita; Christian F Masaguer; Enrique Raviña

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
63 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

We have developed an efficient and convenient strategy for the regioselective synthesis of new conformationally restricted butyrophenones of the quinoline series. The 7-aminomethyl-7,8-dihydro-6Hquinolin-5-ones 9 were obtained from protected alcohol 5 via the tosylate, and also in a one-pot reaction via bromo derivative 6, with moderate-to-good overall yields in both cases.

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New CNS agent precursors. A simple and efficient route for synthesis of 6-aminomethyl-4,5,6,7-tetrahydrobenzofuran-4-ones as conformationally constrained butyrophenone analogues
✍ Isabel Casariego; Christian F. Masaguer; Enrique Raviña 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 207 KB

Starling from 3,4,5-trimethoxybenzoic acid, we described a practical and efficient five-step synthesis of 6-aminomethyl-4,5,6,7-tetrahydrobenzofuran-4-ones as new CNS agent precursors