Regular Issue

Vol. 24, No. 9, 1986

35 data found. 31 - 35 listedFirst Previous
Paper | Regular issue | Vol 24, No. 9, 1986, pp. 2611 - 2618
Published online:
DOI: 10.3987/R-1986-09-2611
Synthesis of 4-(Cyanomethylidene)- and 4-(Ethoxycarbonylmethylidene)-4,5,6,7-tetrahydroindoles and Their Dehydrogenation to 4-(Cyanomethyl)- and 4-(Ethoxycarbonylmethyl)indoles

Masakatsu Matsumoto* and Nobuko Watanabe

*Sagami Central Research Center, 4-4-1 Nishi-Ohnuma, Sagamihara, Kanagawa 229-0012, Japan


The Horner-Wittig reaction of 4-oxo-4,5,6,7-tetrahydroindoles with (EtO)2P(O)CH2CN and (EtO)2P(O)CH2CO2Et yielded respectively 4-(cyanomethylidene)- and 4-(ethoxycarbonylmethylidene)-4,5,6,7-tetrahydroindoles, which were catalytically dehydrogenated to 4-(cyanomethyl)- and 4-(ethoxycarbonylmethyl)indoles.

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Paper | Regular issue | Vol 24, No. 9, 1986, pp. 2619 - 2627
Published online:
DOI: 10.3987/R-1986-09-2619
Structural Determination of a Natural Alkaloid, 5-Methoxy-1-oxo-1,2,3,4-tetrahydro-β-carboline and the Synthesis of the Corresponding 8-Methoxy Compound

Fumio Yamada, Yoshihiro Saida, and Masanori Somei*

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


Structure of a natural alkaloid, 5-methoxy-1-oxo-1,2,3,4-tetrahydro-β-carboline, was determined unequivocally by synthesis and the reported spectral data were found to be revised in some points.

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Paper | Regular issue | Vol 24, No. 9, 1986, pp. 2629 - 2637
Published online:
DOI: 10.3987/R-1986-09-2629
Utilization of Protopine and Related Alkaloids. XVIII. Some Reactions of Anhydroisodihydrocorycavidine and Its N-Oxide

Hiroshi Takahshi, Mieko Iguchi, Yaeko Konda, and Masayuki Onda*

*School of Pharmaceutical Sciences, Kitasato University, 5-9-1, Shirokane, Minato-ku, Tokyo 108-8641, Japan


Hydroxylation of anhydroisodihydrocorycavidine 4 with osmium tetroxide affords the α-glycol 7 and the 13,14-seco keto aldehyde 8. Treatment of the N-oxide 6 with acetic anhydride/acetic acid gives the 7,8-seco diacetate 10 and the indene acetate 11. The formation paths to these products are briefly discussed.

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Paper | Regular issue | Vol 24, No. 9, 1986, pp. 2639 - 2643
Published online:
DOI: 10.3987/R-1986-09-2639
Preparation of (E)-1,2-Bis(2,2’-bithiophene-5-yl)ethylene and (E)-1,2-Bis-(2,2’:5’,2’’-terthiophene-5-yl)ethylene

Juzo Nakayama,* Shigeru Murabayashi, and Masamatsu Hoshino

*Department of Chemistry, Faculty of Science, Saitama University, Saitama, Saitama 338-8570, Japan


(E)-1,2-Bis(2,2’-bithiophene-5-yl)ethylene and (E)-1,2-bis(2,2’:5’,2”-terthiophene-5-yl)ethylene were synthesized by reductive coupling reaction of 2,2’-bithiophene-5-carbaldehyde and 2,2’:5’,2”-terthiophene-5-carbaldehyde, respectively, using a low-valent titanium reagent prepared from titanium(IV) chloride and zinc powder in tetrahydrofuran.

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Review | Regular issue | Vol 24, No. 9, 1986, pp. 2645 - 2677
Published online:
DOI: 10.3987/R-1986-09-2645
Nitroalkenes in the Synthesis of Heterocyclic Compounds

Rajender S. Varma and George W. Kabalka*

*Department of Chemistry, University of Tennessee, Knoxville, Knoxville, TN 37996, U.S.A.


The utility of nitroalkenes in the synthesis of a variety of heterocyclic compounds is described.

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35 data found. 31 - 35 listedFirst Previous