Arylchlorocarbenes in the synthesis of heterocycles containing two nitrogen atoms
作者:Yuri N. Romashin、Michael T. H. Liu、Satnam S. Nijjar、Orazio A. Attanasi
DOI:10.1039/b002940h
日期:——
Substituted pyrazoles and pyrrolo[1,2-c]pyrimidines were prepared from the reaction of arylchlorocarbenes with 1,2-diazabuta-1,3-dienes and 4-vinylpyrimidines, respectively.
The synthesis of Z- and E-arylhydrazones by 1,4-conjugate addition of glycine, L-alanine and L-tyrosine ethyl esters to phenylazostilbene 1, p-nitrophenylazostilbene 2 and p-nitrophenylazocyclohexene 3 is described. Optically active N-functionalized 2-aminocyclohexanones 22-26 are obtained by TiCl3-catalysed hydrolysis of the corresponding hydrazones. However, they have been shown to be unstable, as they undergo easy oxidation by air. X-Ray analysis of the phenylhydrazone 8a in the Z configuration is also reported.
BACCOLINI, GRAZIANO;DALPOZZO, RENATO;MEZZINA, ELISABETTA, PHOSPH., SULFUR AND SILICON AND RELAT. ELEM., 45,(1989) N-4, C. 255-259