Regular Issue

Vol. 19, No. 5, 1982

11 data found. 1 - 11 listed
Communication | Regular issue | Vol 19, No. 5, 1982, pp. 815 - 818
Published online:
DOI: 10.3987/R-1982-05-0815
A General Synthesis of Indolo[2,3-a]quinolizine from a Symmetrical Starting Material, cis4-Tetrahydrophthalic Acid Anhydride

Tetsuji Kametani, Toshio Suzuki, Shinko Kamada, and Katsuo Unno

*Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan


A general synthesis of indolo[2,3-a]quinolizine derivatives (12) and (13) has been achieved by a condensation of tryptamine with the aldehyde (11) derived from a symmetrical starting material, cis4-tetrahydrophthalic acid anhydride (2).

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Communication | Regular issue | Vol 19, No. 5, 1982, pp. 819 - 824
Published online:
DOI: 10.3987/R-1982-05-0819
Hydrazones as New 4-Electrons Three Atomic Centers in Cycloaddition Reactions: A Novel Approach for the Synthesis of Pyrazole Derivatives

Yehia A. Ibrahim, Sadek E. Abdou, and Sami Selim

*Department of Chemistry, Faculty of Science, University of Cairo, Giza, Egypt


Aromatic aldehydes and acetophenone phenylhydrazones undergo cycloaddition reactions with maleimides to give the pyrrolo[3,4-d]pyrazole derivatives via a novel pericyclic reaction involving easily accessible 4π-electrons neutral three atomic centers.

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Communication | Regular issue | Vol 19, No. 5, 1982, pp. 825 - 827
Published online:
DOI: 10.3987/R-1982-05-0825
Acridone Alkaloid. III. Structure of Glycofoline, a New Mototerpenoid Acridone Alkaloid from Glycosmis citrifolia (Willd.) Lindl

Tian-Shung Wu and Hiroshi Furukawa

*Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tenpaku, Nagoya 468-8503, Japan


A new monoterpenoid acridone alkaloid glycofoline (1) was isolated from the root- and stem-bark of Glycosmis citrifolia (Willd.) Lindl., and the structure was elucidated on the basis of the spectral data and a chemical transformation.

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Communication | Regular issue | Vol 19, No. 5, 1982, pp. 829 - 835
Published online:
DOI: 10.3987/R-1982-05-0829
Selective Cleavage of Unsymmetrical 2,2-Spiro-1,3-dioxolanes I. Ketalization of 5-Bromo-3-methoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]furan-4-one and Its Analogs

Makiko Sakai

*Shionogi Research Laboratories, Shionogi & Co. Ltd., Fukushima-ku, Osaka 553-0002, Japan


Reaction of 2-bromocyclohexanones fused with an aromatic or heteroaromatic ring (1-4) with epibromohydrin or 3-bromo-1,2-propanediol gave two (a and b) or four (a, b, c, and d) isomers of the corresponding 2,2-spiro-4-bromomethyl-1,3-dioxolanes 5-8, respectively. The stereochemistry of the reactions is discussed.

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Report | Regular issue | Vol 19, No. 5, 1982, pp. 837 - 847
Published online:
DOI: 10.3987/R-1982-05-0837
1- and 2-Chloromorphine. Halogenation of Morphine meta to the Free Phenolic Hydroxyl Group

Bajrang Bali Singh, Ranjit Singh Chauhan, Kattigari Madhava Madyastha, Surendra P. Bhatnagar, Kenneth L. Kirk, and Ulrich Weiss

*Laboratory of Chemical Diseases, National Institute of Diabetes and Digestive and Kidney, National Institute of Health, Bethesda, MD 20892, U.S.A.


Treatment of morphine in aqueous HCl at 70° with KIO3 yields a monochloromorphine, identified as 1-chloromorphine by spectroscopic means and by the fact that it, and its methyl ether 1-chlorocodeine, are different from 2-chloromorphine and 2-chlorocodeine prepared from 2-aminomorphine of unequivocally established structure. Formation of 1-chloromorphine and the previously known 1-bromomorphine involves entry of the halogen into the position meta to the free phenolic hydroxyl. Possible mechanistic interpretations of this unusual orientation are discussed.

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Report | Regular issue | Vol 19, No. 5, 1982, pp. 849 - 850
Published online:
DOI: 10.3987/R-1982-05-0849
Structure of Cristadine; a New Benzylisoqunoline Alkaloid

Motoharu Ju-ichi, Yukari Fujitani, and Hiroshi Furukawa

*Faculty of Pharmaceutical Science, Mukogawa-Women’s University, 11-68 Koushien Kyuban-Cho, Nishinomiya, Hyogo 663-8179, Japan


Cristadine (I), a new benzylisoquinoline alkaloid, was isolated from the leaves of Erythrina crista-galli Linn. (Leguminosae) and its structure was elucidated by chemical and spectral studies as (I).

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Report | Regular issue | Vol 19, No. 5, 1982, pp. 851 - 852
Published online:
DOI: 10.3987/R-1982-05-0851
On the Structure of Ajmalinol

Ari Koskinen and Mauri Lounasmaa

*Laboratory of Organic Chemistry, Helsinki University of Technology, P.O. Box 6100,FIN-02015 HUT, Espoo, Finland


The recently proposed structure for ajmalinol cannot be correlated with the reported 13C NMR spectral data.

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Report | Regular issue | Vol 19, No. 5, 1982, pp. 853 - 856
Published online:
DOI: 10.3987/R-1982-05-0853
Model Studies in the Vinoxine Series

Joan Bosch, Miguel Feliz, and Ma Lluïsa Bennasar

*Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, Av. de Joan XXIII, s/n, 08028 Barcelona, Spain


The synthesis of 1a, fundamental tetracyclic framework of vinoxine, and its 16-methoxycarbonyl substituted analogue 1b by mercuric acetate oxidation of appropriate 1-(4-pyridylmethyl)indoles is described.

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Report | Regular issue | Vol 19, No. 5, 1982, pp. 857 - 860
Published online:
DOI: 10.3987/R-1982-05-0857
Syntheses of (—)-9-Dimethylcephaeline and (—)-10-Demethylcephaeline

Tozo Fujii and Masashi Ohba

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan


The synthesis of (—)-9-demethylcephaeline (I) has been accomplished by reduction of (+)-O,O-dibenzyl-9-demethylpsychotrine (Xla) followed by debenzylation of the resulting (—)-tetrahydroisoquinoline derivative XIIa. A parallel synthesis starting with (+)-O,O-dibenzyl-10-demethylpsychotrine (Xlb), prepared from the (—)-tricyclic amino ester Vlllb through the (—)-amino acid IXb and the (—)-amide Xb, gave (—)-10-demethylcephaeline (II).

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Review | Regular issue | Vol 19, No. 5, 1982, pp. 861 - 933
Published online:
DOI: 10.3987/R-1982-05-0861
A Review on the Partial and Total Syntheses of Thiasteroids

Sukuru Raghu Ramadas, Pamidi Chinna Chenchaiah, Nizal S. Chandra Kumar, Mokkapati Vijaya Krishna, Pathangi Sampath Srinivasan, Vadapalli V. S. Kameswara Sastry, and Jatla Appa Rao

*Department of Chemistry, Indian Institute of Technology, Madras, 600 036, India


This review describes the recent progress achieved in the partial and total syntheses of thiasteroids as well as in the total syntheses of pyrazole and isoxazole analogues of steroids with sulfur atom in various positions of the steroid nucleus.

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Review | Regular issue | Vol 19, No. 5, 1982, pp. 935 - 964
Published online:
DOI: 10.3987/R-1982-05-0935
Absorption Spectra of Phenothiazines

Sayeed Saraf, Muhammad Akram Khan, and Saleh Al-Mousawi

*Department of Chemistry, Faculty of Science, University of Kuwait, Safat 13060, P.O. Box 5969, Kuwait


The ultra-violet absorption spectra of phenothiazine derivatives are reviewed.

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11 data found. 1 - 11 listed