Alcohol-Initiated Dinitrile Cyclization in Basic Media: A Route Toward Pyrazino[1,2- a ]indole-3-Amines

A selective route to the formation of 1-alkoxypyrazino[1,2- a ]indole-3-amines through alcohol-initiated dinitrile cyclization, starting from N -(cyanomethyl)indole-2-carbonitriles under basic conditions, was discovered. The resulting compounds were shown to be unstable in solution, and a three-component reaction of the dinitrile, alcohol, and aromatic aldehyde was used to overcome the problem. © 2018 Georg Thieme Verlag. All rights reserved.

Authors
Festa A.A. 1 , Golantsov N.E. 1 , Storozhenko O.A. 1 , Shumsky A.N.2 , Varlamov A.V. 1 , Voskressensky L.G. 1
Journal
Synlett
Number of issue
7
Language
English
Pages
898-903
Status
Published
Link
External link
DOI
10.1055/s-0036-1591529
Number
29
Volume
29
Year
2018
Organizations
  • 1 Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya St. 6, Moscow, 117198, Russian Federation
  • 2 N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences (IBCP), Kosygin St., 4, Moscow, 119334, Russian Federation
Keywords
cyclization; dinitriles; domino reaction; multicomponent reaction; pyrazinoindoles; transition-metal free
Date of creation
19.10.2018
Date of change
19.10.2018
Short link
https://repository.rudn.ru/en/records/article/record/6708/
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