Microwave assisted regioselective synthesis and 2D-NMR studies of novel azoles and azoloazines utilizing fluorine-containing building blocks

被引:29
作者
Al-Bogami, Abdullah S. [1 ]
Saleh, Tamer S. [1 ,2 ]
Mekky, Ahmed E. M. [1 ,3 ]
Shaaban, Mohamed R. [3 ,4 ]
机构
[1] Univ Jeddah, Dept Chem, Fac Sci, POB 80327, Jeddah 21589, Saudi Arabia
[2] Natl Res Ctr, Green Chem Dept, Cairo 12622, Egypt
[3] Cairo Univ, Dept Chem, Fac Sci, Giza 12613, Egypt
[4] Umm Al Qura Univ, Fac Sci Appl, Dept Chem, Makkah El Mukarramah, Saudi Arabia
关键词
Microwave irradiations; Azoles; Regioselectivity; Trifluoromethyl moiety; H-1-C-13; HMBC; ULTRASOUND PROMOTED SYNTHESIS; INHIBITORY-ACTIVITY; FACILE SYNTHESIS; DERIVATIVES; PYRAZOLES; IRRADIATION; ISOXAZOLES; CHEMISTRY; CATALYST; ESTERS;
D O I
10.1016/j.molstruc.2016.05.064
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
An efficient regioselective synthesis of novel azoles containing a trifluoromethyl moiety via the 1,3-dipolar cycloaddition reaction under microwave irradiation, using fluorine-containing building blocks methodology was achieved. Furthermore, these novel azoles scaffolds have been employed as the starting material in the synthesis of new azoloazines containing a trifluoromethyl group. An unambiguous structural assignment of the obtained regioisomers was determined using the 2D HMBC NMR techniques as a valuable tool. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:167 / 179
页数:13
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