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. 20, No. 10, 1983
Published online:
■ Synthesis of New Weitz Type π-Donors and Formation of Charge Transfer Complexes
Mikio Hori, Tadashi Kataoka, Hiroshi Shimizu, Hitoshi Satoh, Hiroshi Mikawa, and Takashi Nogami
*Department of Pharmacognosy, Gifu College of Pharmacy, 6-1 Mitahora-higashi 5-chome, Gifu 502-8585, Japan
Abstract
Several iso-π-electronic thia-heteroanalogues of heptafulvalene were synthesized by Wittig-Horner reaction of the corresponding tropones with 2-diethoxyphosphinyl-1,3-benzodithiole. Some of them reacted with π-acceptors such as TCNQ or DDQ in hot MeCN to give new stable charge transfer complexes.
Published online:
■ Sulfer Nitride in Organic Chemistry. 12 The Reaction of N4S4 with 1-Aryl-1-trimethylsilyloxyethylenes Affording 3-Hydroxy-4-aryl-1,2,5-thiadiazoles
Shuntaro Mataka, Kazufumi Takahashi, and Masashi Tashiro
*Graduate School of Engineering Sciences, Kyushu University, 6-1, Kasuga-koen, Kasuga 816-8580, Japan
Abstract
Reaction of N4S4 with 1-aryl-1-trimethylsilyloxyethylenes (1a-1e) gave 3-hydroxy-4-aryl-1,2,5-thiadiazoles (2a-2e) though the yields were low. 3-Amino-4-thienyl-1,2,5-thiadiazole (3) was obtained as a minor product.
Published online:
■ Synthesis of 1,2,3,4-Tetrahydro-1-benzazocin-5(6H)-ones by Dieckmann Condensation
Keiichi Nomura, Shinji Suda, Makoto Takeuchi, Jun Adachi, and Katsutada Masuda
*Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama, Toyama 930-0194, Japan
Abstract
Tetrahydro-1-benzazocin-5(6H)-ones (5,6,8-10) have been conveniently prepared by the Dieckmann condensation of the diester 1 and 3, or the ester nitrile 4 by using sodium-potassium alloy as an effective base.
Published online:
■ Limousamine: A 4-Hydroxylated Cularine Alkaloid
Daovy P. Allais and Hélèna Guinaudeau
*Faculté de Médecine et de Pharmacie, Université de Limoges, 87032 Limoges Cedex, France
Abstract
Limousamine (5), the first C-4 hydroxylated cularine alkaloid, has been obtained from Corydalis claviculata (L.) DC (Fumariaceae).
Published online:
■ Forty Years of Tryptofun
Bernhard Witkop
*National Institute of Health, 9000 Rockville Pike, Bethesda, MD 20892-0815, U.S.A.
Abstract
Almost every atom in free or bound tryptophan is capable of reacting selectively under appropriate conditions, both in vitro as well as in vivo. An organic chemist’s approach to this challenging problem in differential and selective reactivity, covering a span of more than forty years, is presented with due emphasis on the historical contributions from Japan before and during the NIH Visiting Program, started more than a quarter century ago.