Kostyuk O. Functionalized enamines

Українська версія

Thesis for the degree of Doctor of Science (DSc)

State registration number

0509U000255

Applicant for

Specialization

  • 02.00.03 - Органічна хімія
  • 02.00.08 - Хімія елементоорганічних сполук

16-04-2009

Specialized Academic Board

Д 26.217.01

Institute of Organic Chemistry NAS of Ukraine

Essay

The dissertation is devoted to the development of the methodology of regioselective functionalization of -methyl substituted tertiary push-pull enamines with activated carbonyl compounds, their imines, and phosphorus (III) halides that is the base for elaboration of new methods for synthesizing elementoorganic acyclic, cyclic and heterocyclic compounds. A set of 1,2 - and 1,3- dicarbonyl compounds has been studied in the reaction with tertiary enamines that react both at the '- and -positions affording cyclic products. A method for synthesis of phosphorylated push-pull, cross-conjugated enamines and 1,4-dihydropyridines with phosphorus (III) halides has been developed. It was proved that the introduction of ylidic phosphorus group into hexatriene systems does not destroy its ability to electrocyclization. Thus, new methods for synthesis of phosphinines were proposed that are based on the cyclization of both 3- and 5-phosphahexatrienes. Further this method was extended on 1,2-?5-azaphosphinines.

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