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.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5755969PMC
http://dx.doi.org/10.1039/c7ob02068fDOI Listing

Publication Analysis

Top Keywords

intramolecular nucleophilic
8
nucleophilic addition
4
addition carbanions
4
carbanions generated
4
generated n-benzylamides
4
n-benzylamides cyclopropenes
4
cyclopropenes unusual
4
unusual reaction
4
reaction described
4
described involving
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!