Preparation of new nitrogen-bridged heterocycles. 54.1) Increased arene-arene interactions of 3-(bicyclic and tricyclic arylmethylthio)thieno[3,4-b]indolizine derivatives

Chemical and Pharmaceutical Bulletin

Volumn 51, Issue 11, 2003, Pages 1246-1252

  Kakehi, Akikazu ^a   Suga, Hiroyuki ^a   Kako, Tomonao ^a   Fujii, Tsuneo ^a   Tanaka, Nobuaki ^a   Kobayashi, Tomoshige ^a  

^a SHINSHU UNIVERSITY   (Japan)

Author keywords

Anti form; Arene arene interaction; Gauche form; Thieno 3,4 b indolizine; UV spectra; X ray analysis

Indexed keywords

HETEROCYCLIC COMPOUND; INDOLIZINE DERIVATIVE; NITROGEN; POLYCYCLIC AROMATIC HYDROCARBON; PROTON; PYRIDINE; SULFIDE; THIENO[3,4 B]INDOLIZINE; UNCLASSIFIED DRUG; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS;

ARTICLE; CHEMICAL INTERACTION; MOLECULAR INTERACTION; PROTON NUCLEAR MAGNETIC RESONANCE; ULTRAVIOLET SPECTROSCOPY; X RAY ANALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHYSICAL CHEMISTRY; SYNTHESIS; ULTRAVIOLET SPECTROPHOTOMETRY; X RAY CRYSTALLOGRAPHY;

CHEMISTRY, PHYSICAL; CRYSTALLOGRAPHY, X-RAY; HETEROCYCLIC COMPOUNDS; INDICATORS AND REAGENTS; INDOLIZINES; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; SPECTROPHOTOMETRY, INFRARED; SPECTROPHOTOMETRY, ULTRAVIOLET;

EID: 2942638331     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.51.1246     Document Type: Article

References (11)

1. For part 53 of this series, see: Kakehi A., Ito S., Suga H., Miwa T., Mori T., Fujii T., Tanaka N., Kobayashi T., Chem. Pharm. Bull., 51, 75-84 (2003).
2. Kakehi A., Ito S., Suga H., Miwa T., Mori T., Kobayashi T., Heterocycles, 57, 17-20 (2002).
3. It is well known that the carbonyl absorption bands of the 2-arylcarbonyl group on the thiophene ring in some thiophene-fused heterocycles appear at considerably low region. See: Kakehi A., Ito S., Suga H., Sakurai T., Urushido K., Isawa H., Takashima T., Chem. Pharm. Bull., 38, 2667-2675 (1990).
4. It is well known that the carbonyl absorption bands of the 2-arylcarbonyl group on the thiophene ring in some thiophene-fused heterocycles appear at considerably low region. See: Kakehi A., Ito S., Ueda T., Takano S., Chem. Pharm. Bull., 41, 1753-1756 (1993).
5. 3, 300 MHz) are as follows: 2a, δ: 5.02 (2H, s), 7.39 (1H, q, J=7.1, 8.3 Hz), 7.49 (1H, br d, J=7.1 Hz), 7.50 (1H, m), 7.57 (1H, m), 7.82 (1H, br d, J=8.3 Hz), 7.86 (1H, d, J=7.3 Hz), 8.12 (1H, d, J=8.8 Hz); 2b, 2.56 (3H, s), 5.04 (2H, s), 7.28 (1H, d, J=8.4 Hz), 7.42 (1H, m), 7.54 (1H, m), 7.71 (1H, d, J=8.2 Hz), 7.79 (1H, br d, J=8.1 Hz), 8.06 (1H, d, J=8.6 Hz); 2c, 4.64 (2H, s), 7.44-7.52 (3H, m), 7.76-7.84 (4H, m); 2d, 5.55 (2H, s), 7.46 (2H, m), 7.57 (2H, m), 7.97 (2H, br d, J=8.4 Hz), 8.26 (2H, d, J=9.0 Hz), 8.42 (1H, s).
6. The single crystals of compounds 4e, n, o, v, x were shown to have the corresponding G1 form by the X-ray analyses.
7. The single crystals of compound 4u was shown to have the corresponding A1 form by the X-ray analyses.
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