Hypoiodite-mediated catalytic cyclopropanation of alkenes with malononitrile

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

An efficient synthetic procedure for di-cyano-cyclopropanation of alkenes using catalytic amounts of molecular iodine as a precatalyst and tert-butyl hydroperoxide (TBHP) as a terminal oxidant under mild conditions has been developed. This catalytic reaction works especially well for the aryl-substituted double bond affording products of cyclopropanation in high yields. A catalytic cycle based on the generated in situ hypoiodite species has been proposed,.

Original languageEnglish
Pages (from-to)3336-3340
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume356
Issue number16
DOIs
Publication statusPublished - 21 Sep 2014

Fingerprint

tert-Butylhydroperoxide
Alkenes
Iodine
Oxidants
Olefins
hypoiodous acid
dicyanmethane

Keywords

  • Cyclopropanation
  • Hypoiodite
  • Iodine
  • Organocatalysis
  • Oxidation

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Hypoiodite-mediated catalytic cyclopropanation of alkenes with malononitrile. / Yoshimura, Akira; Nicholas Jones, T.; Yusubov, Mekhman S.; Zhdankin, Viktor Vladimirovich.

In: Advanced Synthesis and Catalysis, Vol. 356, No. 16, 21.09.2014, p. 3336-3340.

Research output: Contribution to journalArticle

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