Intramolecular nucleophilic addition of carbanions generated from: N -benzylamides to cyclopropenes

An unusual reaction is described, involving a formal intramolecular nucleophilic substitution of bromocyclopropanes with nitrogen ylides generated in situ from N-benzyl carboxamides. It is shown that this reaction involves cyclopropene intermediates and allows for the facile and expeditious preparation of 3-azabicyclo[3.1.0]hexan-2-one scaffolds. © 2017 The Royal Society of Chemistry.

Authors
Maslivetc V.1 , Barrett C.1 , Aksenov N.A. 2 , Rubina M. 1, 3 , Rubin M.1, 2
Journal
Organic and Biomolecular Chemistry
Publisher
Royal Society of Chemistry
Number of issue
2
Language
English
Pages
285-294
Status
Published
Link
External link
DOI
10.1039/c7ob02068f
Volume
16
Year
2018
Organizations
  • 1 Department of Chemistry, University of Kansas, 1251 Wescoe Hall Dr., Lawrence, KS 66045-7582, United States
  • 2 Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol, 355009, Russian Federation
  • 3 Peoples Friendship University of Russia, 6 Miklukho-Maklaya st., Moscow, 117198, Russian Federation
Keywords
Addition reactions; Scaffolds; Carboxamides; Cyclopropenes; Nucleophilic additions; Nucleophilic substitutions; Reaction intermediates
Date of creation
19.10.2018
Date of change
19.10.2018
Short link
https://repository.rudn.ru/en/records/article/record/7130/
Share

Other records

ON Q-STEFFENSEN INEQUALITY

Article
Rajković P., Stanković M., Marinković S., Kirane M.
Electronic Journal of Differential Equations. Vol. 2018. 2018. P. 1-11