By Cotton F., Wilkinson G., Murillo C., Bochmann M.
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Struct. 247, 135. F. (2004) Zh. Strukt. Khim. 45, 1128. ; Nishizawa, M. (2004) Chem. Commun. 216. ; Ohta, M. (1972) Bull. Chem. Soc. Jpn. 45, 2944. -C. (1992) J. Chin. Chem. Soc. 39, 443. B. (1994) J. Heterocycl. Chem. 31, 1631. C. (1996) Synth. Commun. 26, 2757. A. (1998) Synth. Commun. 28, 931. M. (1997) Tetrahedron Lett. 38, 1165. ; Yan, G. (2005) J. Org. Chem. 70, 5045. E. (1980) Usp. Khim. 49, 54. N. (1959) Zh. Obshch. Khim. 29, 2712. 2 1,2,4-OXADIAZOLES AND 1,2,4-OXADIAZOLE N-OXIDES Unsubstituted 1,2,4-oxadiazole is an unstable compound, it was firstly prepared in 1962 by Moussebois et al.
The latter then undergoes an intramolecular attack by the amino group attached to the parent amidoxime. A second molecule of carbodiimide facilitates this transformation by abstracting the remaining alkyl- or aryl-amino moiety of carbodiimide. 26). Grant et al. (2008) have described the cyclization of O-acylamidoximes with aroyl chlorides in a continuous microreactor sequence to produce 1,2,4-oxadiazoles. The synthesis is completed in ca. 30 min, good yields of the products are achieved in quantities of 40–80 mg.
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Advanced inorganic chemistry by Cotton F., Wilkinson G., Murillo C., Bochmann M.