Nosyk P. Difluorocyclopropanation of functionalized alkenes using Ruppert–Prakash reagent

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0419U005305

Applicant for

Specialization

  • 02.00.03 - Органічна хімія

03-12-2019

Specialized Academic Board

Д 26.001.25

Taras Shevchenko National University of Kyiv

Essay

The dissertation is devoted to the synthesis of difluorocyclopropanes from functionalized electron-rich and electron-poor alkenes using the Ruppert–Prakash reagent (TMSCF3 – NaI in THF solution) under conditions of “slow addition” protocol, as well as establishment of possible transformations of the gem-difluorocyclopropane active functional groups occurring with the preservation of the cyclopropane system. It was shown that slow addition of TMSCF3 to alkenes with a Boc-protected secondary amino group prevents the decomposition of the reagent in the reaction mixture, so this approach is very effective for difluoro¬cyclopropanation of alkenes with low reactivity. gem-Difluorocyclopropanes with a free amino function in the alkyl substituent were obtained by removing the Boc-group.

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