Synthesis of dialkyl 2-(alkylamino)-4,9-dihydro-9-oxocyclohepta[b]pyran-3, 4-dicarboxylates

Helvetica Chimica Acta

Volumn 94, Issue 3, 2011, Pages 371-375

  Azizian, Javad ^a   Ramazani, Ali ^b   Haji, Mohammad ^a  

^a ISLAMIC AZAD UNIVERSITY   (Iran)

^b ISLAMIC AZAD UNIVERSITY   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENEDICARBOXYLATE; DICARBOXYLATES; HIGH YIELD; ISOCYANIDES; NEUTRAL CONDITIONS; ONE POT; ROOM TEMPERATURE; THREE COMPONENT REACTIONS; TRIENONE; TROPOLONE;

CYANIDES; SYNTHESIS (CHEMICAL);

CARBOXYLATION;

ACETYLENEDICARBOXYLIC ACID DIMETHYL ESTER; ALPHA TROPOLONE; CARBOXYLIC ACID DERIVATIVE; DI(TERT BUTYL) 2 (CYCLOHEXYLAMINO) 4,9 DIHYDRO 9 OXOCYCLOHEPTA[B]PYRAN 3,4 DICARBOXYLATE; DIETHYL 2 (CYCLOHEXYLAMINO) 4,9 DIHYDRO 9 OXOCYCLOHEPTA[B]PYRAN 3,4 DICARBOXYLATE; DIETHYL 2 (TERT BUTYLAMINO) 4,9 DIHYDRO 9 OXOCYCLOHEPTA[B]PYRAN 3,4 DICARBOXYLATE; DIETHYL 4,9 DIHYDRO 9 OXO 2 [(1,1,3,3 TETRAMETHYLBUTYL)AMINO]CYCLOHEPTA[B]PYRAN 3,4 DICARBOXYLATE; DIMETHYL 2 (CYCLOHEXYLAMINO) 4,9 DIHYDRO 9 OXOCYCLOHEPTA[B]PYRAN 3,4 DICARBOXYLATE; DIMETHYL 2 (TERT BUTYLAMINO) 4,9 DIHYDRO 9 OXOCYCLOHEPTA[B]PYRAN 3,4 DICARBOXYLA; DIMETHYL 4,9 DIHYDRO 9 OXO 2 [(1,1,3,3 TETRAMETHYLBUTYL)AMINO]CYCLOHEPTA[B]PYRAN 3,4 DICARBOXYLATE; TROPOLONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHLORINATION; MASS SPECTROMETRY; ONE POT SYNTHESIS; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; PROTON TRANSPORT; ROOM TEMPERATURE; STRUCTURE ANALYSIS;

EID: 79952732728     PISSN: 0018019X     EISSN: 15222675     Source Type: Journal    
DOI: 10.1002/hlca.201000222     Document Type: Article

References (18)

1. G. Fischer, Adv. Heterocycl. Chem. 1995, 64, 81;
2. P. L. Pauson, Chem. Rev. 1955, 55, 9.
3. T. Nozoe, K. Doi, K. Kitahara, Chem. Pharm. Bull. 1956, 32, 480.
4. M. Cueto, J. B. MacMillan, P. R. Jensen, W. Fenical, Phytochemistry 2006, 67, 1826.
5. R. F. Angawi, D. C. Swenson, J. B. Gloer, D. T. Wicklow, Tetrahedron Lett. 2003, 44, 7593.
6. A. Bargagna, M. Longobardi, E. Mariani, P. Schenone, F. Rossi, M. D'Amico, C. Falzarano, Farmaco 1992, 47, 345.
7. D. Kaminsky, US Patent 3,879,426, 1975.
8. K. R. Romines, J. K. Morris, W. J. Howe, P. K. Tomich, M.-M. Horng, K.-T. Chong, R. R. Hinshaw, D. J. Anderson, J. W. Strohbach, S. R. Turner, S. A. Mizsak, J. Med. Chem. 1996, 39, 4125.
9. J. P. David, A. J. de O. Santos, M. L. da S. Guedes, J. M. David, H.-B. Chai, J. M. Pezzuto, C. K. Angerhofer, G. A. Cordell, Pharm. Biol. 1999, 37, 165.
10. K. Imafuku, K. Yamaguchi, Bull. Chem. Soc. Jpn. 1981, 54, 2855.
11. M. Honda, K. Imafuku, Bull. Chem. Soc. Jpn. 1985, 58, 508.
12. D. L. Wang, Z. T. Jin, B. Z. Yin, K. Imafuku, J. Heterocycl. Chem. 1990, 27, 891.
13. W. T. Gao, S. F. Zhang, J. Z. Yang, Chin. Chem. Lett. 1999, 10, 1.
14. Y. Li, M. Chang, M. Sun, W. Li, W. Gao, Chin. J. Chem. 2009, 27, 2073.
15. A. Bargagna, M. Longobardi, E. Mariani, P. Schenone, M. L. Cenicola, C. Losasso, M. Carnevale, E. Marmo, Farmaco 1991, 46, 461.
16. A. Ramazani, A. T. Mahyari, M. Rouhani, A. Rezaei, Tetrahedron Lett. 2009, 50, 5625.
17. A. Dömling, I. Ugi, Angew. Chem., Int. Ed. 2000, 39, 3168;
18. V. Nair, A. U. Viond, J. S. Nair, A. R. Sreekanth, N. P. Rath, Tetrahedron Lett. 2000, 41, 6675.