Savytskyi P. Cyclization of 1-hetaryl-4-aryl(alkyl)thiosemicarbazides by treating with methyl iodide and dicyclohexylcarbodiimide

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0411U004181

Applicant for

Specialization

  • 02.00.03 - Органічна хімія

23-06-2011

Specialized Academic Board

Д 26.217.01

Institute of Organic Chemistry NAS of Ukraine

Essay

This work is devoted to the study of intramolecular electrophilic cyclization of a 1-hetaryl-4-aryl(alkyl)thiosemicarbazides under the action of methyl iodide - sodium acetate and dicyclohexylcarbodiimide. This study has given results, which have revealed factors that affect on regiochemistry of this cyclization and allowed to make a comparative analysis of the two aforementioned cyclization reagents. By cyclization of 1-hetaryl-4-aryl(alkyl)thiosemicarbazides have been received new 1,2,4-triazoloheterocycles. It has been established, that the direction of cyclization of thiosemicarbazides depends on the nature of internal nucleophile and the character of cyclization reagents. For all of the obtained 1,2,4-triazoloheterocycles has been studied the possibility of Dimrot's rearrangement.

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