Synthesis of heterocycles via enamines-XIII: Steric control on the mode of reactions of β-isothiocyanatoketones with amino-acids
作者： Harjit Singh , Subodh Kumar
DOI: 10.1016/S0040-4020(01)86799-5
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摘要: Abstract Glycine and anthranilic acid with 4-isothiocyanato-butan-2-one (1) gives 3-(3-oxobutyl)-4-oxoimidazolidine-2-thione (11) 3-(3-oxobutyl)-2-thioxoquinazolin-4-one (15) whereas 4-isothiocyanato-4-methylpentan-2-one (2), having a gem-dimethyl group at the carbon bearing isothiocyanate group, tetrahydro-7,7,8a-trimethyl-5-thioxo-6H-oxazolo[3,2- c ] pyrimidine-2(3H)-one (14) 2,3,4,4a-tetrahydro-3,3,4a-trimethyl-1-thioxo-1H,6H-pyrimido[1,6 ][3,1]-benzoxazin-6-one (17) are formed.
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sci-hub.se 参考文章(11)
Harjit Singh, Paramjit Singh, Synthesis of heterocyclics via enamines—IX : Reactions of 1-substituted-4,4,6-trimethyl-1,4-dihydropyrimidine-2(3h)thione derivatives with dihalocarbenes Tetrahedron. ,vol. 37, pp. 1215- 1219 ,(1981) , 10.1016/S0040-4020(01)92053-8
Rudolf Gompper, Carbonsäurederivate, III. Über den Verlauf der Methylierung von Carbonsäureamiden mit Diazomethan, I Chemische Berichte. ,vol. 93, pp. 187- 197 ,(1960) , 10.1002/CBER.19600930130
George DeStevens, Angelina Halamandaris, Alice F. Hopkinson, Investigations in Heterocycles. V. Disubstituted Thiazoles and Thiazolin-2-ones Journal of the American Chemical Society. ,vol. 80, pp. 5196- 5198 ,(1958) , 10.1021/JA01552A045
P. Monforte, G. Fenech, M. Basile, P. Ficarra, A. Silvestro, 4-Thiazolidinones and 2,4-thiazolidinediones from α-mercaptopropionic acid and carbodiimides Journal of Heterocyclic Chemistry. ,vol. 16, pp. 341- 345 ,(1979) , 10.1002/JHET.5570160228
G. Klein, B. Prijs, Über 2‐Thiazolon Helvetica Chimica Acta. ,vol. 37, pp. 2057- 2067 ,(1954) , 10.1002/HLCA.19540370717
D. J. Brown, Improved syntheses in the pyrimidine series. II. The preparation of 4:5‐diaminopyrimidine Journal of Chemical Technology & Biotechnology. ,vol. 2, pp. 239- 241 ,(2007) , 10.1002/JCTB.5010020502
R. W. Bost, E. R. Andrews, Sulfur Studies. XIX. Alkyl Esters of Phenylthiocarbamic Acid1 Journal of the American Chemical Society. ,vol. 65, pp. 900- 901 ,(1943) , 10.1021/JA01245A035
N Gill, N Ralhan, H Sachdev, K Narang, Notes. Studies in Thiazolopyrimidines. I. A Case of Michael Retrogression Journal of Organic Chemistry. ,vol. 26, pp. 968- 969 ,(1961) , 10.1021/JO01062A620
J. P. Kokko, Leon. Mandell, J. H. Goldstein, An N.m.r. Investigation of Proton Mobility in Substituted Uracils Journal of the American Chemical Society. ,vol. 84, pp. 1042- 1047 ,(1962) , 10.1021/JA00865A035
T. K. Bradshaw, D. W. Hutchinson, 5-Substituted pyrimidine nucleosides and nucleotides Chemical Society Reviews. ,vol. 6, pp. 43- 62 ,(1977) , 10.1039/CS9770600043