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A. Vasil’tsov, E. Schmidt, A. Mikhaleva, N. Zorina, A. Zaitsev, O. Petrova, L. Krivdin, K. Petrushenko, I. Ushakov, C. Pozo‐Gonzalo, J. Pomposo, Hans-Jürgen Grande (2005)
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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
Doklady Chemistry – Springer Journals
Published: Nov 30, 2008
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