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Abstract
The ionic liquid version of Vilsmeier reagent has been used as an efficient activating reagent for intramolecular dehydration of various carboxylic acids for generation of ketenes intermediates. Variety of different ketenes, thus prepared, was treated with appropriate Schiff bases and alkyl azide and aryl azide to give β-lactams and triazolones respectively. The excellent yields obtained under this green protocol with minimal work up. The present system offers a competitive and better alternative to routine procedures.
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References
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References
R.L. Vekariya, J. Mol. Liq., 227, 44 (2017); https://doi.org/10.1016/j.molliq.2016.11.123.
A.A. Hullio and G.M. Mastoi, Orient. J. Chem., 27, 1591 (2011).
A.A. Hullio and G.M. Mastoi, Asian J. Chem., 23, 5411 (2011).
A.A. Hullio and G.M. Mastoi, Chin. J. Chem., 30, 1647 (2012); https://doi.org/10.1002/cjoc.201280028.
S.P. Singh, A.R. Mahajan, D. Prajapati and J.S. Sandhu, Synthesis, 1026 (1991); https://doi.org/10.1055/s-1991-26639.
A. Arrieta, J.M. Aizpurua and C. Palomo, Tetrahedron Lett., 25, 3365 (1984); https://doi.org/10.1016/S0040-4039(01)81386-1.
O.I. Gorbyleva, M.I. Evstratova and L.N. Yakhontov, Chem. Heterocycl. Comp., 19, 1133 (1983); https://doi.org/10.1007/BF00505773.
S.R. Sandler, J. Org. Chem., 35, 3967 (1970); https://doi.org/10.1021/jo00836a088.
G. Cremonesi, P.D. Croce and C. La Rosa, Tetrahedron, 60, 93 (2004); https://doi.org/10.1016/j.tet.2003.10.093.