Aryloxysulfonyl azides can be effectively activated by commercially available cobalt(II) complex of -tetraphenylporphyrin ([Co(TPP)]) at room temperature under neutral and nonoxidative conditions for selective radical aziridination of alkenes via metalloradical catalysis. The [Co(TPP)]-catalyzed radical aziridination system is suitable for different combinations of olefin substrates and aryloxysulfonyl azides, producing various -aryloxysulfonyl aziridine derivatives in good to excellent yields. In addition to generating the environmentally benign N as the only byproduct, this Co(II)-based metalloradical aziridination process features mild reaction conditions and operational simplicity.
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http://dx.doi.org/10.1016/j.tetlet.2015.01.186 | DOI Listing |
Tetrahedron Lett
June 2015
Department of Chemistry, University of South Florida, Tampa, Florida 33620-5250.
Aryloxysulfonyl azides can be effectively activated by commercially available cobalt(II) complex of -tetraphenylporphyrin ([Co(TPP)]) at room temperature under neutral and nonoxidative conditions for selective radical aziridination of alkenes via metalloradical catalysis. The [Co(TPP)]-catalyzed radical aziridination system is suitable for different combinations of olefin substrates and aryloxysulfonyl azides, producing various -aryloxysulfonyl aziridine derivatives in good to excellent yields. In addition to generating the environmentally benign N as the only byproduct, this Co(II)-based metalloradical aziridination process features mild reaction conditions and operational simplicity.
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