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Effect of alkali metal cations on the synthesis of 4,5,6,7-tetrahydroindole and its vinyl derivative from cyclohexanone oxime and acetylene in MOH-DMSO systems

Effect of alkali metal cations on the synthesis of 4,5,6,7-tetrahydroindole and its vinyl... ISSN 0012-5008, Doklady Chemistry, 2008, Vol. 423, Part 1, pp. 273–275. © Pleiades Publishing, Ltd., 2008. Original Russian Text © A.I. Mikhaleva, E.Yu. Shmidt, N.I. Protsuk, N.V. Zorina, B.A. Trofimov, 2008, published in Doklady Akademii Nauk, 2008, Vol. 423, No. 1, pp. 66–68. CHEMISTRY Effect of Alkali Metal Cations on the Synthesis of 4,5,6,7-Tetrahydroindole and Its Vinyl Derivative from Cyclohexanone Oxime and Acetylene in MOH–DMSO Systems A. I. Mikhaleva, E. Yu. Shmidt, N. I. Protsuk, N. V. Zorina, and Academician B. A. Trofimov Received April 29, 2008 DOI: 10.1134/S0012500808110025 In recent years, the synthesis of 4,5,6,7-tetrahy- example of pyrrole synthesis by the Trofimov reac- droindole (THI) and N-vinyl-4,5,6,7-tetrahydroin- tion [1–4], has attracted the attention of synthetic dole (VTHI) from cyclohexanone oxime (CHO) and chemists [5–8] and chemical engineers [9, 10] as a acetylene in MOH–DMSO superbasic media (M is simple and efficient route to indole and its deriva- Li, Na, K, Cs; DMSO is dimethyl sulfoxide), an tives (Scheme 1). MOH– DMSO + HC≡CH + 100–140°C NOH CHO THI VTHI M = Li, Na, K, Cs Scheme 1. Until recently, THI was one of the hardest to obtain The process involves two different reactions: the [11] derivatives of indole http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Doklady Chemistry Springer Journals

Effect of alkali metal cations on the synthesis of 4,5,6,7-tetrahydroindole and its vinyl derivative from cyclohexanone oxime and acetylene in MOH-DMSO systems

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References (7)

Publisher
Springer Journals
Copyright
Copyright © 2008 by MAIK Nauka
Subject
Chemistry; Industrial Chemistry/Chemical Engineering; Chemistry/Food Science, general
ISSN
0012-5008
eISSN
1608-3113
DOI
10.1134/S0012500808110025
Publisher site
See Article on Publisher Site

Abstract

ISSN 0012-5008, Doklady Chemistry, 2008, Vol. 423, Part 1, pp. 273–275. © Pleiades Publishing, Ltd., 2008. Original Russian Text © A.I. Mikhaleva, E.Yu. Shmidt, N.I. Protsuk, N.V. Zorina, B.A. Trofimov, 2008, published in Doklady Akademii Nauk, 2008, Vol. 423, No. 1, pp. 66–68. CHEMISTRY Effect of Alkali Metal Cations on the Synthesis of 4,5,6,7-Tetrahydroindole and Its Vinyl Derivative from Cyclohexanone Oxime and Acetylene in MOH–DMSO Systems A. I. Mikhaleva, E. Yu. Shmidt, N. I. Protsuk, N. V. Zorina, and Academician B. A. Trofimov Received April 29, 2008 DOI: 10.1134/S0012500808110025 In recent years, the synthesis of 4,5,6,7-tetrahy- example of pyrrole synthesis by the Trofimov reac- droindole (THI) and N-vinyl-4,5,6,7-tetrahydroin- tion [1–4], has attracted the attention of synthetic dole (VTHI) from cyclohexanone oxime (CHO) and chemists [5–8] and chemical engineers [9, 10] as a acetylene in MOH–DMSO superbasic media (M is simple and efficient route to indole and its deriva- Li, Na, K, Cs; DMSO is dimethyl sulfoxide), an tives (Scheme 1). MOH– DMSO + HC≡CH + 100–140°C NOH CHO THI VTHI M = Li, Na, K, Cs Scheme 1. Until recently, THI was one of the hardest to obtain The process involves two different reactions: the [11] derivatives of indole

Journal

Doklady ChemistrySpringer Journals

Published: Nov 30, 2008

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