93681-87-9

Upstream product

• 112391-52-3 5-phenyl-2-prop-2-enylpent-4-enoic acid 
• 93681-79-9 methyl N-(5-phenyl-2-prop-2-enylpent-4-enoyl)anthranilate 
• 101126-01-6 3-amino-2-(1-phenylhepta-1,6-dien-4-yl)quinazolin-4(3H)-one 

Relevant academic research and scientific papers

Intramolecular Reactions of N-Nitrenes: Description of the Transition State Geometry for Addition to Alkenes

Oxidation of the N-aminoquinazolones (10) and (11) generates the corresponding N-nitrenes which add intramolecularly to both double bonds.Although nitrene addition is stereospecifically cis, both faces of each double bond are attacked and consequently stereoisomers are formed.From the different selectivity of the N-nitrenes for the two double bonds in (10) and (11) by comparison with (15) and (24), respectively, and from a consideration of the stereoisomer ratios, it is concluded that concerted addition of the N-nitrene to the double bonds in (10) and (11) obtains via a transition-state geometry resembling that shown in (34).

Intramolecular Reactions of N-Nitrenes with Alkenes

Oxidation of 2-but-1-enyl- and 2-(1-phenylbut-1-enyl)-3-aminoquinazolin-4(3H)-ones (8) and (10), respectively, generates the corresponding N-nitrenes which are trapped intramolecularly by the double bonds.The results from competitive intramolecular trapping of the N-nitrene by different double bonds in 3-aminoquinazolones bearing bifurcated chains in position 2 indicate that these intramolecular nitrene additions are non-concerted and, as in the corresponding intramolecular addition to aromatic rings, proceed via 7-membered transition states with the nitrene functioning as an electrophile.

Intramolecular Reactions of N-Nitrenes: Evidence for Non-concerted Addition to Alkenes

Intramolecular N-nitrene addition in 2-(hepta-1,6-diene-4-yl)-3-aminoquinazolone derivatives gives aziridines stereospecifically in good yield; the regiospecificity (or lack of it) is rationalised in terms of a non-concerted addition proceeding by electro