Tolkunov V. Synthesis and reaction of 3-arylamino and 3-oxybenzofuro[2,3-c]-, benzothieno[2,3-c]-, indolo[2,3-c]pyrylium salts

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0406U001651

Applicant for

Specialization

  • 02.00.03 - Органічна хімія

18-04-2006

Specialized Academic Board

Д 11.216.01

Essay

The thesis is concerned with the synthesis and the chemical properties study of 3-arylamino and 3-oxybenzofuro[2,3-c]-, benzothieno[2,3-c]-, indolo[2,3-c]pyrylium salts under action of ammonia, primary and secondary amines, hydrazinehydrate.The acid-catalyzed heterocyclization study of 2-(3,4-dimetoxyphenyl)-4-oxo-4-arylbutyronitriles in aliphatic anhydride - 70 % perchloric acid has shown, that as a result of consecutive reactions the new heterocyclic system - perchlorates 2-aryl-5-methyl-7,8-dimethoxy[с]pyrrolo[3,2-е]pyrylium are formed. It has been shown that 1-methyl-3-arylaminobenzofuro(benzothieno, indolo)[2,3-c]-pyrylium salts reactions with nucleophiles in alcohol passes are not typical as for derivatives of fused dialkyl and diaryl pyrylium salts. These reactions led to the formation of ring-opening compounds with nucleophilic addition. Interaction the 1-methyl-3-arylaminohetero[2,3-c]pyrylium salts with nucleophiles in acetic acid leads to the 1-methyl-2-arylbenzofuro(benzothieno, indolo)[2,3-c]pyridin-3-ones. This type reactions simulary Dimrot's rearangement.

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