Subota A. C-Alkylsubstituted piperidines

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0419U005163

Thesis Registration Form

0419U005163.pdf

Applicant for

Specialization

  • 02.00.03 - Органічна хімія

05-12-2019

Specialized Academic Board

Д 26.217.01

Institute of Organic Chemistry NAS of Ukraine

Essay

The dissertation is devoted to development of the methods of synthesis of C (cyclo)alkylpiperidines. An efficient approach towards introducing (cyclo)alkyl substituents at C-2, C-3 or C-4 positions of the piperidine ring was developed. The method relied on the straightforward two-step reaction sequence based on the formal sp3–sp3 retrosynthetic disconnection. The procedure commenced with selective directed ortho metalation of 2- and 3-bromopyridine, followed by reaction with aldehydes or ketones. The optimized methods were developed for the synthesis of all three isomers of hydroxyalkyl-substituted pyridines, which were obtained in 28–84% overall yield.

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