87790-66-7

Upstream product

• 35660-91-4 (E)-1-phenyl-2-buten-1-one 
• 70-11-1 α-bromoacetophenone 
• 1816-88-2 2-azido-1-phenylethan-1-one 

Downstream Products

• 87790-69-0 (2R*,3R*) methyl-3 (phenyl-1 vinyl)-2 aziridine 
• 87790-69-0 (2S*,3R*) methyl-3 (phenyl-1 vinyl)-2 aziridine 
• 87790-73-6 (2R*,3R*) methyl-3 (phenyl-1 styryl)-2 aziridine 

Relevant academic research and scientific papers

Direct NH-aziridination of α,β-unsaturated ketones

1-Aryl-α,β-unsaturated ketones were directly aziridinated, N-unsubstituted, in a one-pot reaction with satisfactory yields by N,N′-diamino-1,4-diazoniabicyclo[2.2.2]octane dinitrate, a nitrogen-nitrogen ylide precursor, in the presence of sodium hydride.

Base-induced coupling of α-azido ketones with aldehydes -an easy and efficient route to trifunctionalized synthons 2-azido-3-hydroxy ketones, 2-acylaziridines, and 2-acylspiroaziridines

An improved synthesis of a-azido ketones under phase-transfer conditions has been developed. The transformation of α-azido ketones into acyclic and heterocyclic 2-azido-3-hydroxy ketones has been demonstrated and the relative configurations of the chroman

Base-promoted reactions of α-azido ketones with aldehydes and ketones: A novel entry to α-azido-β-hydroxy ketones and 2,5-dihydro-5-hydroxyoxazoles

The base-promoted reaction of α-azido ketones with aldehydes and ketones provides a new and simple route to either α-azido-β-hydroxy ketones, which are valuable 1,2,3-trifunctionalized synthons, or 2,5-dihydro-5-hydroxyoxazoles, which are a little known type of oxazoline. These two products are formed by the electrophilic trapping of two different anions that are produced sequentially during the reaction. The α-azido-β-hydroxy ketones are formed by an aldol reaction between an enolate of the α-azidoketone and an aldehyde. The 2,5-dihydro-5-hydroxyoxazoles are formed by electrophilic trapping of an imino anion which is produced by nitrogen loss from the α-azido ketone enolate.