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صفحه اصلی
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بیست و نهمین کنفرانس شیمی آلی ایران
Tandem synthesis of imidazoles and benzimidazoles from diamines and aromatic aldehydes using potassium cyanide
نویسندگان :
Fatemeh Ahmadi ( دانشگاه دامغان ) , Ghasem Aghapour ( دانشگاه دامغان )
کلید واژه ها :
Aldehyde،Imidazole،Benzimidazole،Green oxidant،Potassium cyanide
چکیده مقاله :
Imidazoles and benzimidazoles are very valuable and useful heterocycles in pharmaceutical chemistry. These derivatives have a lot of biological and pharmacological properties such as analgesic, antioxidant, anti-viral, antiulcer, antibacterial, antihypertensive, anticancer, anticonvulsant, herbicidal, anti-inflammatory, and antifungal and their structures are found in diverse drugs such as clotrimazole, telmisartan and omeprazole [1-2]. One way synthesizing these compounds is the reaction of aldehydes with ethylenediamines and o-phenylenediamines respectively [3]. However some procedures in this way have some restrictions such as use of acidic conditions, use of an unavailable catalyst or a special oxidant, high reaction temperature and so on. Thus, finding novel methods synthesizing these valuable compounds has become an attractive field for synthetic chemists. Here, we describe an efficient method for the synthesis of imidazoles and benzimidazoles via reaction of different aromatic aldehydes with ethylenediamine and o-phenylenediamine respectively using O2 from air in the presence of potassium cyanide in an oxidatively and tandem manner (Scheme 1). The present method is in agreement with green chemistry due to its tandem nature and use of oxygen from air as green oxidant. Mild reaction conditions, easy work up, excellent yields and also excellent chemoselectivity are considered as other advantages of this method.
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