Iron-catalyzed synthesis of glycine derivatives via carbon-nitrogen bond cleavage using diazoacetate.
Treatment of tertiary amines with diazoacetate in the presence of a catalytic amount of an iron salt, FeCl(3), in ethanol gave glycine derivatives. In this reaction, a carbon-nitrogen single bond of the amine was cleaved.
Kuninobu
Yoichiro
Y
Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, Tsushima, Kita-ku, Okayama 700-8530, Japan. kuninobu@cc.okayama-u.ac.jp
Nishi
Mitsumi
M
Takai
Kazuhiko
K
D000588:Amines / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry*; D003979:Diazonium Compounds / Q000737:chemistry*; D005290:Ferric Compounds / Q000737:chemistry*; D005998:Glycine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D013237:Stereoisomerism
D000588:Amines; D002712:Chlorides; D003979:Diazonium Compounds; D005290:Ferric Compounds; D002244:Carbon; D009584:Nitrogen; C032111:diazoacetic ester; D005998:Glycine; C024555:ferric chloride