Iron-mediated radical nitro-cyclization reaction of 1,6-dienes.
Sequential steps that involved radical addition of a nitro group to 1,6-dienes promoted by the thermal decomposition of iron nitrate(III) nonahydrate, cyclization, and trapping of the resulting terminal radicals by a chlorine atom in the presence of chloride salt afforded five-membered-ring compounds. The present reaction provides a practical method for the synthesis of nitro compounds due to its simple experimental procedure and its use of nontoxic and inexpensive iron reagents.
Taniguchi
Tsuyoshi
T
School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
Ishibashi
Hiroyuki
H
D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D005290:Ferric Compounds / Q000737:chemistry*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011090:Polyenes / Q000737:chemistry*
D005290:Ferric Compounds; D009574:Nitro Compounds; D011090:Polyenes