HETEROCYCLES
An International Journal for Reviews and Communications in Heterocyclic ChemistryWeb Edition ISSN: 1881-0942
Published online by The Japan Institute of Heterocyclic Chemistry
Regular Issue
Vol. 26, No. 12, 1987
Published online:
■ Heterocycles. XXI. Liquid Chromatographic Optical Resolution of Racemic Chalcone Epoxides and Flavanonols
Hiroshi Takahashi, Shaoshun Li, Yoshihiro Harigaya, and Masayuki Onda
*School of Pharmaceutical Sciences, Kitasato University, 5-9-1, Shirokane, Minato-ku, Tokyo 108-8641, Japan
Abstract
Racemic chalcone epoxides and flavanonols have been separated into their enantiomers by hplc on a Chiralpack OT(+) column using methanol as the eluent.
Published online:
■ Reactions of 2-Acylpyridine 1-Oxides with Acid Anhydrides
Hiroyuki Nagano and Masatomo Hamana
*Central Research Laboratories, Chugai Pharmaceutical Company, Ltd., Takada 3-41-8, Toshima-ku, Tokyo 171, Japan
Abstract
Treatment of 2-acetyl- and 2-propionyl-pyridine 1-oxides (1a and 1b) with hot acetic, propionic and benzoic anhydrides initially gives the respective enol acylates (A), which further undergo deoxygenative β-acyloxylation to give enediol diacylates (E) and ketol esters (F).
Published online:
■ Studies on as-Triazine Derivatives. VIII. Synthesis of 5-Substituted 1,2,4-Triazines
Shoetsu Konno, Setsuya Ohba, Mitsuko Agata, Yuichi Aizawa, Mataichi Sagi, and Hiroshi Yamanaka
*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan
Abstract
Dehydroxy-chlorination of 6-methyl-3-phenyl-(3a),and 3,6-diphenyl-5-oxo-2,5-dihydro-1,2,4-triazine (3b) afforded the corresponding 5-chloro-1,2,4-triazines (4a,b). The chloro-1,2,4-triazines (4a,b) treated with sodium alkoxides or amines to give the 5-alkoxy- (5a,b), or 5-amino (6a,b) derivatives. Furthermore, 4 readily reacted not only with active methylene compounds but also with acetophenone and nitromethane under basic conditions.
Published online:
■ Synthesis of Azamodified Adamantane Derivatives via Bridgehead- and Bridge Imines. A New Aspect in the Chemistry of Heteroadamantane Derivatives
Shoji Eguchi, Takashi Okano, and Hisato Takeuchi
*Faculty of Engineering, Nagoya University, Chikusa, Nagoya, Aichi 464-8601, Japan
Abstract
Recent advances in the chemistry of heteroadamantane derivatives, in particular synthesis and reactions of azamodified adamantane derivatives, have been reviewed emphasizing the synthetic utility of bridgehead imines as well as bridge
imines.