Microwave-Assisted Synthesis, NMR, and Cyclic Voltammetric Study of Some Novel 3,5-Disubstituted 1H-1,2,4-Triazoles Containing Hetaryl Fragments
Yaseen A. Al-Soud *
Department of Chemistry, Faculty of Science, Taibah University, Al-Madinah Al-Munawwarah, Saudi Arabia and Home Address: Department of Chemistry, Faculty of Science, Al Al-Bayt University, Al-Mafraq, Jordan
Ziad Moussa
Department of Chemistry, Faculty of Science, Taibah University, Al-Madinah Al-Munawwarah, Saudi Arabia
Ali F. Al-Ghamdi
Department of Chemistry, Faculty of Science, Taibah University, Al-Madinah Al-Munawwarah, Saudi Arabia
*Author to whom correspondence should be addressed.
Abstract
The synthesis of the title compounds 5a-c has been accomplished by a Suzuki cross coupling reaction between arylbromide 3 and 5-Indole boronic acid to furnished precursor 4, which was used as a key intermediate for the synthesis of the preceding targets. Thus, treatment of 4 with variously-substituted arylsulfonyl chlorides, the sulfonate derivatives 5a-c were obtained in good yields and high purity. The structures of 5a-c were characterized by 1H, 13C NMR, and liquid chromatography-mass spectroscopy techniques. Further, the electrochemical behavior of compound 5c has been investigated by cyclic voltammetry using Britton-Robinson (B-R) buffer at pH 3, pH 7 and pH 9, acetate buffer pH 3, and Phosphate buffer pH 3. A broad anodic cyclic voltammetric wave at Eap= 640 mV was observed.
Keywords: Synthesis, suzuki cross coupling, 1, 2, 4-triazoles, cyclic voltammetry