Microwave-assisted solvent-free organic reactions: Synthesis of β- lactams from 1,3-azadienes

Tetrahedron Letters

Volumn 39, Issue 34, 1998, Pages 6257-6260

  Martelli, Giorgio ^a   Spunta, Giuseppe ^a   Panunzio, Mauro ^a  

^a CNR   (Italy)

Author keywords

Azetidinones; Cyclization; Microwave heating; Staudinger

Indexed keywords

ALKADIENE; BETA LACTAM ANTIBIOTIC; N TERT BUTYLDIMETHYLSILYL AZETIDINONE; UNCLASSIFIED DRUG;

ARTICLE; CHROMATOGRAPHY; CYCLIZATION; DRUG SYNTHESIS; MICROWAVE RADIATION; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; TECHNIQUE;

EID: 0032552161     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01302-1     Document Type: Article

References (15)

1. [1] Staudinger, H., Liebigs Ann. Chem. 1907, 350, 51.
2. [2] Georg, G. I.; Ravikumar, V. T. In The Organic Chemistry of β-Lactams; G. Georg, Ed.; VCH: New York, 1993; pp 318-323.
3. [3] Bose, A. K.; Manhas, M. S.; Ghosh, M.; Shah, M.; Raju, V. S.; Bari, S. S.; Newaz, S. N.; Banik, B. K.; Chaudhary, A. G.; Barakat, K. J., J. Org. Chem. 1991, 56, 6968-6970.
4. [4] Bose, A.K.; Banik, B. K.; Manhas, M. S., Chemtech 1997, 27, 18-23.
5. [5] Gedye, R.; Smith, F.; Westway, K.; Ali, H.; Baldisera, L.; Labergel, L.; Roussel, J., Tetrahedron Lett. 1986, 27, 279.
6. [6] Dittmer, D. C., Chem. Ind.-London 1997, 780-784.
7. [7] Galema, S. A., Chem. Soc. Rev. 1997, 26, 233-238.
8. [8] Langa, F.; De La Cruz, P.; De La Hoz, A.; Diaz-Ortiz, A.; Diez-Barra, E., Contemp. Org. Synth 1997, 373-386.
9. [9] Bandini, E.; Martelli, G.; Spunta, G.; Bongini, A.; Panunzio, M., Tetrahedron Lett. 1996, 37, 4409-4412.
10. [10] Bandini, E.; Martelli, G.; Spunta, G.; Panunzio, M., Synlett 1996, 1017-1018.
11. [11] For preparation and application of N-trialkylsilylimines in organic synthesis see: Panunzio, M.; Zarantonello, P., Org. Process Research and Development 1998, 2, 49-59.
12. [12] Bowser, J. R.; Neilson, R. H.; Wells, R. L., Inorganic Chemistry 1978, 17, 1882-1886.
13. [13] Cainelli, G.; Giacomini, D.; Galletti, P.; Gaiba, A., Synlett 1996, 657-658.
14. [14] For use of azadienes in organic synthesis see: Ghosez, L., Pure & App. Chem. 1996, 68, 15-22.
15. [15] For applications of azetidinone 6a to the synthesis of β-lactam antibiotics see Ref. 10