Abstract
The paper highlights the Michael addition reactions of 2-arylimino-3-aryl-thiazolidin-4-one 1 with acceptors like methyl acrylate and acrylonitrile to furnish the diadducts 5 and 8. Dieckmann condensation of 5 affords the spirocyclohexanone derivative. Also discussed is the interaction of 1 with 1,5-diarylpenta-1,4-dien-3-ones 9.
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References
1.
Wilds A.L.
, and
Werth R. G
, J. Org. Chem. , 1952 , 17 , 1149 .
2.
Baddar F.G.
, and
Warren F. L
, J. Chem. Soc. , 1939 , 944 .
3.
Bruson H.A.
J. Am. Chem. Soc. , 1942 , 62 , 2457 .
4.
Ikawa M.
,
Stahmann M. H.
, and
Link K. R.
, J. Am. Chem. Soc. , 1944 , 66 , 902 .
5.
Pinck L.A.
, and
Hilbert G. E.
, J. Am. Chem. Soc. , 1946 , 68 , 2014 .
6.
Tucker S.H.
, and
Whalley M.
, J. Chem. Soc , 1949 , 50 .
7.
Chande M.S.
, and
Suryanarayan V.
, Tetrahedron. Lett. , 2002 , 43 , 5173 .
8.
Chande M.S.
, and
Suryanarayan V.
, Chemistry of Heterocylic Compounds , 2003 , 8 , 1250 .
9.
Vogel A.I.
, Vogels Text Book of Practical Organic Chemistry , 5th edn, p, 796 .
10.
Rowland A.T.
,
Hohneker J. A.
,
McDaniel K. F.
, and
Moore D. S.
, J. Org. Chem. , 1982 , 47 , 301 .
