A facile synthesis of oxazines by indium-induced reduction-rearrangement of the nitro β-lactams

Tetrahedron Letters

Volumn 44, Issue 8, 2003, Pages 1699-1701

  Banik, Bimal K ^a   Samajdar, Susanta ^a   Banik, Indrani ^a  

^a UNIVERSITY OF TEXAS   (United States)

Author keywords

lactams; Indium; Oxazines

Indexed keywords

ALCOHOL; BETA LACTAM; INDIUM; NITRO DERIVATIVE; OXAZINE DERIVATIVE;

AQUEOUS SOLUTION; ARTICLE; DRUG SYNTHESIS; REDUCTION;

EID: 0037450457     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02823-X     Document Type: Article

References (32)

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25. Chan and Li have carried out a significant work on indium-mediated reactions. For example, see: (a) Yang, Y.; Chan, T. H. J. Am. Chem. Soc. 2000, 122, 402; (b). Chan, T. H.; Yang, Y. J. Am. Chem. Soc. 1999, 121, 3228; (c). Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149; (d) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; J. Wiley & Sons: New York, 1997; (e) Li, C. J. Tetrahedron 1996, 52, 5643; (f) Li, C. J. Chem. Rev. 1993, 93, 2023; (g) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017.
26. Chan and Li have carried out a significant work on indium-mediated reactions. For example, see: (a) Yang, Y.; Chan, T. H. J. Am. Chem. Soc. 2000, 122, 402; (b). Chan, T. H.; Yang, Y. J. Am. Chem. Soc. 1999, 121, 3228; (c). Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149; (d) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; J. Wiley & Sons: New York, 1997; (e) Li, C. J. Tetrahedron 1996, 52, 5643; (f) Li, C. J. Chem. Rev. 1993, 93, 2023; (g) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017.
27. Chan and Li have carried out a significant work on indium-mediated reactions. For example, see: (a) Yang, Y.; Chan, T. H. J. Am. Chem. Soc. 2000, 122, 402; (b). Chan, T. H.; Yang, Y. J. Am. Chem. Soc. 1999, 121, 3228; (c). Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149; (d) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; J. Wiley & Sons: New York, 1997; (e) Li, C. J. Tetrahedron 1996, 52, 5643; (f) Li, C. J. Chem. Rev. 1993, 93, 2023; (g) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017.
28. Chan and Li have carried out a significant work on indium-mediated reactions. For example, see: (a) Yang, Y.; Chan, T. H. J. Am. Chem. Soc. 2000, 122, 402; (b). Chan, T. H.; Yang, Y. J. Am. Chem. Soc. 1999, 121, 3228; (c). Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149; (d) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; J. Wiley & Sons: New York, 1997; (e) Li, C. J. Tetrahedron 1996, 52, 5643; (f) Li, C. J. Chem. Rev. 1993, 93, 2023; (g) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017.
29. Chan and Li have carried out a significant work on indium-mediated reactions. For example, see: (a) Yang, Y.; Chan, T. H. J. Am. Chem. Soc. 2000, 122, 402; (b). Chan, T. H.; Yang, Y. J. Am. Chem. Soc. 1999, 121, 3228; (c). Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149; (d) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; J. Wiley & Sons: New York, 1997; (e) Li, C. J. Tetrahedron 1996, 52, 5643; (f) Li, C. J. Chem. Rev. 1993, 93, 2023; (g) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017.
30. Chan and Li have carried out a significant work on indium-mediated reactions. For example, see: (a) Yang, Y.; Chan, T. H. J. Am. Chem. Soc. 2000, 122, 402; (b). Chan, T. H.; Yang, Y. J. Am. Chem. Soc. 1999, 121, 3228; (c). Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149; (d) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; J. Wiley & Sons: New York, 1997; (e) Li, C. J. Tetrahedron 1996, 52, 5643; (f) Li, C. J. Chem. Rev. 1993, 93, 2023; (g) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017.
31. Chan and Li have carried out a significant work on indium-mediated reactions. For example, see: (a) Yang, Y.; Chan, T. H. J. Am. Chem. Soc. 2000, 122, 402; (b). Chan, T. H.; Yang, Y. J. Am. Chem. Soc. 1999, 121, 3228; (c). Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149; (d) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; J. Wiley & Sons: New York, 1997; (e) Li, C. J. Tetrahedron 1996, 52, 5643; (f) Li, C. J. Chem. Rev. 1993, 93, 2023; (g) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017.
32. 2), 76.19 (CH), 110.00, 115.12 (CH), 115.68 (CH), 116.14 (CH), 116.86 (CH), 122.91 (CH), 124.56 (CH), 125.94, 141.51, 143.44, 152.93, 166.92; MS: (ES+) 385.