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Synthesis and nitration of NH- and N-vinyl-4,5,7-trimethyl-4,5,6,7-tetrahydropyrrolo[3,2-c]pyridines

✍ Scribed by T. N. Borisova; I. A. Stazharova; A. É. Aliev; N. S. Prostakov; A. V. Varlamov

Publisher
Springer US
Year
1991
Tongue
English
Weight
392 KB
Volume
27
Category
Article
ISSN
0009-3122

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✦ Synopsis

It has been shown that the most efficient catalysts for the synthesis of 4,5, 7-trimethyl-4,5,6, 7tetrahydropyrrolo[3,2-c]pyridine from 1,2,5-trimethylpyridin-4-one and acetylene under Trofimov conditions are rubidium and potassium hydroxides. Use of Triton B or a mixture of trimethylbenzylammonium chloride with rubidium hydroxide as catalyst gives O-alkylated oxime. Their configurations and conformations were established through separation of the individual isomers of l-vinyl-4,5, 7-trimethyl-4,5,6, 7-tetrahydropyrrolo[3,2-c]pyridines. Acetyl nitrate nitration of the cis isomer of this compound gave the 2-and 3-nitro derivatives. Similar nitration of 4,5, 7-trimethyl-4,5, 6, 7-tetrahydropyrrolo[3,2-c]pyridine gave the 2 -nitro-7-hydroxy derivative.

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✍ T. N. Borisova; L. G. Voskressensky; T. A. Soklakova; A. I. Chernyshev; Nsabiman 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 25 KB 👁 1 views

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