Synthesis of coumarines and 4H-chromenes through the reaction of tert-butyl isocyanide and dialkyl acetylenedicarboxylates in presence of 2-hydroxybenzaldehydes

Synthesis

Volumn , Issue 5, 2004, Pages 679-682

  Yavari, Issa ^a   Djahaniani, Hoorieh ^a   Nasiri, Farough ^a  

^a TARBIAT MODARES UNIVERSITY   (Iran)

Author keywords

2 hydroxybenzaldehyde; 4H chromenes; Alkyl isocyanides; Coumarines

Indexed keywords

ALDEHYDES; AROMATIC HYDROCARBONS; CYANIDES; REACTION KINETICS;

4H-CHROMENES; COUMARINES;

SYNTHESIS (CHEMICAL);

ACETYLENE DERIVATIVE; ALDEHYDE DERIVATIVE; ALKYL GROUP; CARBOXYL GROUP; CHROMENE DERIVATIVE; COUMARIN DERIVATIVE; HYDROXYL GROUP; ISOCYANATE;

ALKYLATION; ARTICLE; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; MOLECULAR MECHANICS; REACTION ANALYSIS; SYNTHESIS;

EID: 1942521222     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-815990     Document Type: Article

References (17)

1. Ellis, G. P. Chromenes, Chromanones and Chromones; Wiley: New York, 1971.
2. Murray, D. H.; Mendes, J.; Brown, S. A. The Nature of Coumarins: Occurance, Chemistry and Biochemistry; Wiley: New York, 1982.
3. Cruz-Almanza, R.; Perez-Flores, F.; Lemini, C. Heterocycles 1994, 37, 795.
4. Cassidy, F.; Evans, J. M.; Hadley, M. S.; Haladiy, A. H.; Leach, P. E.; Stemp, G. J. Med. Chem. 1992, 35, 1623.
5. Van, T. N.; Debenedetti, S.; De Kimpe, N. Tetrahedron Lett. 2003, 44, 4199.
6. Parker, K. A.; Mindt, T. L. Org. Lett. 2001, 3, 3875.
7. Kumar, P.; Bodas, M. S. Org. Lett. 2000, 2, 3821.
8. Melini, L. Adv. Heterocycl. Chem. 1975, 18, 159.
9. Hepworth, J. D. In Comprehensive Heterocyclic Chemistry, Vol. 3; Katritzky, A. R.; Rees, C. W., Eds.; Pergamon: Oxford, 1984, 573-883.
10. Davis, S. G.; Mobbs, B. E.; Goodwin, C. J. J. Chem. Soc., Perkin Trans, 1 1987, 2597.
11. Yavari, I.; Adib, M.; Hojabri, L. Tetrahedron 2001, 57, 7537.
12. Yavari, I.; Anary-Abbasinejad, M.; Alizadeh, A.; Hossaini, Z. Tetrahedron 2003, 59, 1289.
13. Ugi, I. Isonitrile Chemistry; Academic Press: London, 1971.
14. Ugi, I. Angew. Chem., Int. Ed. Engl. 1982, 21, 810.
15. Domling, A.; Ugi, I. Angew. Chem. Int. Ed. 2000, 39, 3168.
16. Walborsky, H. M.; Periasamy, M. P. In The Chemistry of Functional Groups, Supplement C; Patai, S.; Rappoport, Z., Eds.; Wiley: New York, 1983, Chap. 20, 835.
17. Marcaccini, S.; Torroba, T. Org. Prep. Proced. Int. 1993, 25, 141.