Special Issue

Lutz F. Tietze's Special Issues, Vol. 93, No. 1, 2016

36 data found. 31 - 36 listedFirst Previous
Short Paper | Special issue | Vol 93, No. 1, 2016, pp. 399 - 405
Published online: 28th March, 2016
DOI: 10.3987/COM-15-S(T)18
Synthesis of Phenanthroline and Indole Based Hybrid Cyclophane Derivatives via Ring-Closing Metathesis

Sambasivarao Kotha,* Mukesh E. Shirbhate, Ajay Kumar Chinnam, and Gaddamedi Sreevani

*Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai - 400076, India


Here, we report new phenanthroline-based cyclophane derivatives via Fischer indolization and ring-closing metathesis (RCM) as key steps. Addition of Grignard reagent to 1,10-phenanthroline-2,9-dicarbaldehyde 2 and subsequent autoxidation gave the bis-alkene dione derivative 3. Further, Fischer indolization of 3 followed by RCM under mild reaction conditions gave indole and phenanthroline containing hybrid cyclophanes such as 6a and 6b.

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Short Paper | Special issue | Vol 93, No. 1, 2016, pp. 406 - 410
Published online: 19th October, 2015
DOI: 10.3987/COM-15-S(T)21
Synthesis of a Cage-Shaped Nickel(II) Complex of bis(4-Cyclohexylamino-3-pyridyl)disulfide with μ2-Cl Bridging

Kouzou Matsumoto,* Naoki Kitayama, Yasukazu Hirao, Hiroyuki Kurata, and Takashi Kubo*

*Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka 560-8531, Japan


A cage-shaped nickel complex with μ2-Cl bridging [Ni2(μ-Cl)(bis(4-cyclohexylamino-3-pyridyl)disulfide)4Cl2]Cl is isolated and characterized by X-ray crystallographic analysis.

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Short Paper | Special issue | Vol 93, No. 1, 2016, pp. 411 - 421
Published online: 7th October, 2015
DOI: 10.3987/COM-15-S(T)23
Dilithiation of a 2,1-Benzothiazine

Nathan L. Calkins, Carissa S. Hampton, and Michael Harmata*

*Department of Chemistry, University of Missouri-Columbia, Missouri 65211, U.S.A.


Treatment of benzothiazine 24 with excess amounts of n-BuLi followed by trapping with selected electrophiles afforded products that suggested the formation of dilithio species. Interestingly, however, the scope of the electrophilic trapping was rather limited, electrophilic sources of halogens and disulfides functioning nearly uniquely and competent electrophilic trapping agents in the process.

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Short Paper | Special issue | Vol 93, No. 1, 2016, pp. 422 - 439
Published online: 1st October, 2015
DOI: 10.3987/COM-15-S(T)24
A Synthesis of Hexahydro-H-oxazolo[3,4-a]pyrazin-3-ones from Fused Aziridines

Fang Fang, Iwona Maciagiewicz, and Stephen C. Bergmeier*

*Department of Chemistry and Biochemistry, Ohio University, Athens, OH 45701-2979, U.S.A.


The piperazine ring is a common structural component of a large variety of biologically active small molecules. While a number of methods to prepare simple piperazine rings are known, the methods available for the synthesis of fused-ring piperazines are lacking. We report here a method for the synthesis of novel fused-ring piperazines through reaction with fused-ring aziridines followed by a ring closure to form the fused-ring piperazine system. The dependence of the reaction on the stereochemistry of the system has also been studied.

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Short Paper | Special issue | Vol 93, No. 1, 2016, pp. 440 - 452
Published online: 12th January, 2016
DOI: 10.3987/COM-15-S(T)26
Antiproliferative Activity of Hybrid Compounds between 6-Methoxy-3-(4-methoxyphenyl)-1H-indole and 4-Phenylpiperidine against HCT-116 and HL-60 Cells

Noriyuki Hatae,* Takashi Nishiyama, Shoko Tamura, Ryohei Yamamoto, Ayaka Matsui, Hiroki Shinchi, Satoshi Hibino, Chiaki Okada, Teruki Yoshimura, Tominari Choshi, and Eiko Toyota*

*Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan


Indole derivatives have been potential anticancer drugs. Methyl 6-methoxy-3-(4-methoxyphenyl)-1H-indole-2-carboxylate, in particular, was reported as a potent antiproliferative agent against MCF-7, NCI-H460, and A375-C5 tumor cells. In this study, the 3-arylindole-2-carboxylate exhibited weak activity against HCT-116 colon tumor and HL-60 promyelocytic leukemia cells. To develop the potent antiproliferative indole derivatives against HCT-116 and HL-60 cells, we synthesized 6-methoxy-3-(4-methoxyphenyl)-1H-indoles with various 2-substituents and assessed their activity. The 4-phenylpiperidine derivatives attenuated the tumor cells viability. Furthermore, their calculated structure resembled that of the antiproliferative loperamide derivatives.

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Short Paper | Special issue | Vol 93, No. 1, 2016, pp. 453 - 464
Published online: 17th November, 2015
DOI: 10.3987/COM-15-S(T)58
Comparing the Extraction of Am(III), Cm(III) and Eu(III) by CyMe4-BTPhen-Functionalized Silica and Zirconia-Coated Magnetic Nanoparticles

James Westwood, Ashfaq Afsar, Laurence M. Harwood,* Michael J. Hudson, Jan John, and Petr Distler

*School of Chemistry, University of Reading, Whiteknights, Reading, Berkshire, RG6 6AD, U.K.


Herein, we report the synthesis of CyMe4-BTPhen-functionalized zirconia-coated (ZrO2) maghemite (γ-Fe2O3) magnetic nanoparticles (MNPs) and their ability to extract Am(III) from Eu(III) and Am(III) from Cm(III) in a range of HNO3 concentrations (0.001 – 4 M). Their extraction behavior is compared to our previously tested model based on silica-coated (SiO2) MNPs. Extraction of Am(III) and Eu(III) is reported, but little or no selectivity can be seen between Am(III) and Cm(III) at concentrations of 4 M HNO3.

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