Published August 1, 2019 | Version v1
Journal article

Recyclization of 4H-chromen-4-imine derivatives under the influence of dinucleophiles with the formation of functionally substituted pyrazoles

  • 1. Ukrainian State University of Chemical Technology (Ukraine)
  • 2. Moscow M. V. Lomonosov State University (Russian Federation)
  • 3. National Academy of Sciences of Ukraine, A. V. Bogatsky Physico-Chemical Institute (Ukraine)

Description

It has been established that the recyclization of 2-aryl-4H-chromen-4-imines under the influence of thiosemicarbazide as N-dinucleophile is completed by the formation of 3-aryl-5-(o-hydroxyaryl)-1H-pyrazole-1-carbothioamides by the 5-exo-trig-cyclization mechanism. Aromatic acid hydrazides (isonicotinic, benzoic, salicylic, and 4-methoxybenzoic) enter into a similar reaction with the participation of an excess of piperidine to form 1H-pyrazol-5-ylphenols. Graphic abstract:

.

Additional details

Identifiers

Publishing Information

Journal Title
Monatshefte fuer Chemie
Journal Volume
150
Journal Issue
8
Journal Page Range
p. 1487-1493
ISSN
0026-9247
CODEN
MOCHAP

Optional Information

Copyright
Copyright (c) 2019 Springer-Verlag GmbH Austria, part of Springer Nature