Organic Communications

A scientific open acces journal in the field of synthetic organic chemistry and polymers
Editor-in-Chief: Hasan Seçen
Book Review and Review Article Editor: Turan Ozturk
Synthetic Polymer Section Editor: Mehmet S. Eroglu

LATEST ARTICLES

Original Article

Chemoselective reduction for different steroidal alpha, beta-unsaturated ketone into diene by using Luche reagent

Org. Commun. (2018) 11:4 ; 181 - 187
by Khaled Shawakfeh , Raed Al-Zoubi , Walid Al-Jammal and Rasha Nuseir

The conjugate reduction of a,b-unsaturated carbonyl compounds remains an active area of organic synthesis.  Our aim is to control the reducing potential and selectivity of conjugated enone reduction.  After much experimentation, the best conditions found for maximum yield with chemo and regioselectivity were to employ 1 molar eqiv. of NaBH4 for each mole of substrate in methanol containing some cerium(III) chloride.  Many enones were converted essentially quantitatively to the allylic alcohol at room temperature. Surprisingly, reduction of the enone system in compound 2 (1.0 mmol) with NaBH4 (1.0mmol) and cerium chloride (1.0 mmol) in MeOH gave compound 3, in which the enone system was reduced and the allylic alcohol dehydrated producing the diene system.

Keywords
Regioslective chemoselective reduction Luche reagent diene ketone
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© 2018 ACG Publications. All rights reserved.
Original Article

Synthesis and optical properties of some isoindoline-1,3-dione compounds: Optical band gap, refractive index and absorbance band edge

Org. Commun. (2018) 11:4 ; 173 - 180
by Ayse Tan , Serap Kizilkaya , Bayram Gündüz and Yunus Kara

Some isoindole-1,3-dione compounds (5, 6, 7, 8, 9, and 10) have been synthesized starting from 3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione (4). Compounds 5, 6, 7, 8, 9, and 10 were characterized by 1H and 13C NMR spectra, FT-IR spectroscopy, and mass spectra measurements. The optical properties of the isoindole-1,3-dione compounds (5, 6, 7, 8, 9, and 10) were also investigated. For this purpose, UV-Vis spectra of these compounds were recorded in CH2Cl2. The absorbance (Abs), transmittance (T), absorbance band edge (EAbs-be), optical band gap (Eg), and refractive index (n) of these compounds were calculated and application areas of these materials were sought.    

Keywords
Isoindole-1,3-dione optical parameters refractive index dielectric materials insulator/dielectric behavior
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© 2018 ACG Publications. All rights reserved.
Communication

Synthesis of (E)-10-hydroxy-2-decenoic acid ethyl ester via a one-pot tandem oxidation-Wittig process

Org. Commun. (2018) 11:3 ; 168 - 172
by Jacob T. Heppell, Wah Chin Boon and Jasim M. A. Al-Rawi

 The synthesis of (E)-10-hydroxy-2-decenoic acid ethyl ester (10H2DA-EE) (3) was achieved via a one-pot, tandem oxidation-Wittig process from commercially available 1,8-octanediol (1), Wittig reagent (Ph3P=CHCO2Et) (2) and activated MnO2. Subsequent hydrolysis with sodium hydroxide gave (E)-10-hydroxy-2-decenoic acid (10H2DA) (4).

Keywords
One-pot tandem oxidation-Wittig process (E)-10-hydroxy-2-decenoic acid ethyl ester (E)-10-hydroxy-2decenoic
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© 2018 ACG Publications. All rights reserved.
Original Article

Photooxygenation of 4-(5-methylfuran-2-yl)aminocyanopyridine derivatives

Org. Commun. (2018) 11:3 ; 163 - 167
by Aliye Altundas and Berna Gül Aslan

One pot syntheses of six-, seven-membered cycloalkane and pyrane junctured aminocyanopyridines bearing furan unit were successfully prepared from the ketones, 2-((5-methylfuran-2-yl)methylene) malononitrile, and ammonium acetate. Photooxygenation of 2-(4-aminocyanopyridine) substituted 5-methylfurans gave 1,4-dicarbonyl functionalized aminocyanopyridine derivatives in good yield in one single operation.

Keywords
4-Furyl-2-amino-3-cyanopyridines singlet oxygene 4-oxopent-2-enoylnicotinonitrile.
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© 2018 ACG Publications. All rights reserved.