Formation of 2,5-dihydro-2-iminopyrroles, 2,5-dihydro-2-iminofurans and (Z)-3-alkylamino-2,3-dicyanoacrylates via 4-chloro-5H-1,2,3-dithiazol-5- ylidene derivatives

Tetrahedron Letters

Volumn 39, Issue 38, 1998, Pages 6895-6898

  Lee, Hyi Seung ^a   Kim, Kyongtae ^a  

^a Seoul National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC AMINE; CYANOACRYLATE DERIVATIVE; FLUORINE; FURAN DERIVATIVE; PYRROLE DERIVATIVE; THIAZOLIDINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; REACTION TIME; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032541717     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01445-2     Document Type: Article

References (14)

1. 1. Lee, H.-S.; Kim, K. Tetrahedron Lett. in press
2. 2. (a) Lee, H.; Kim, K.; Whang, D.; Kim, K. J. Org. Chem. 1994, 59, 6179-6183 and references cited therein.
3. (b) Lee, H.-S.; Kim, K. Tetrahedron Lett. 1996, 37, 869-872.
4. 3. Lee, H.-S.; Kim, K. Tetrahedron Lett. 1996, 37, 3709-3712.
5. 4. Appel, R.; Janssen, H.; Siray, M.; Knoch, F. Chem. Ber. 1985, 118, 1632-1643.
6. 5. Emayan, K.; English, R. F.; Koutentis, P. A.; Rees, C. W. J. Chem. Soc., Perkin trans. 1, 1997, 3345-3349.
7. 3O: C, 49.80; H, 6.84; N, 15.84. Found: C, 49.92; H, 6.85; N, 15.37.
8. 7. Silvestein, R. M.; Bassler, G. C.; Morrill, T. C. Spectromesric Identification of Organic Compounds; 4th ed, John Wiley & Sons, New York, 1981, pp. 274.
9. 8. Huisgen, R.; Scheer, W.; Huber, H. J. Am. Chem. Soc. 1967, 89, 1753-1755.
10. 9. Scheiner, P. J. Org. Chem. 1967, 32, 2628-2630.
11. 4: C, 46.45; H, 5.52; N, 9.03. Found: C, 46.55; H, 5.53; N, 8.98.
12. 11. (a) Mal'kina, A. G.; Skvortsov, Yu. M.; Moshchevitina, E. I.; Modonov, V. B.; Trofimov, B. A. Zh. Org. Khim. 1990, 26, 1216-1220.
13. (b) Kudyakova, R. N.; Skvortsov, Yu. M.; Mal'kina, A. G.; Kositsyna, E. I.; Modonov, V. B. Zh. Org. Khim. 1991, 27, 521-525.
14. 12. The hemiammals formed by addition of primary alkylamines give imines. See. March, J. Advanced Organic Chemistry, 4th ed. John Wiley & Sons, New York, 1992, Chap. 16, pp. 896-897.