Iron(III) porphyrin catalyzed aziridination of alkenes with bromamine-T as nitrene source.
[reaction: see text] Iron(III) porphyrin complexes Fe(Por)Cl are effective catalysts for aziridination of alkenes using bromamine-T as the nitrene source. The catalytic system can operate under mild conditions with alkenes as limiting reagents. The aziridination reaction is general and suitable for a wide variety of alkenes, including aromatic, aliphatic, cyclic, and acyclic olefins, as well as alpha,beta-unsaturated esters. For 1,2-disubstituted olefins, the reactions proceeded with moderate to low stereospecificity.
Vyas
Renu
R
Department of Chemistry, University of Tennessee, Knoxville, Tennessee 37996-1600, USA.
Gao
Guang-Yao
GY
Harden
Jeremiah D
JD
Zhang
X Peter
XP
D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D001388:Aziridines / Q000138:chemical synthesis*; D002384:Catalysis; D058085:Iron Compounds / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D011166:Porphyrins / Q000737:chemistry*; D013449:Sulfonamides / Q000737:chemistry*
D000475:Alkenes; D001388:Aziridines; D058085:Iron Compounds; D009942:Organometallic Compounds; D011166:Porphyrins; D013449:Sulfonamides; C048239:bromamine T