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صفحه اصلی
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بیست و نهمین کنفرانس شیمی آلی ایران
Tandem conversion of alcohols and protected alcohols to oximes using Oxone and hydroxylamine hydrochloride
نویسندگان :
Elham Zahiri rad ( دانشگاه دامغان ) , Dr. s. Ghasem Aghapour ( دانشگاه دامغان )
کلید واژه ها :
Alcohol،Oxime،Oxone،Silyl ether،Hydroxylamine hydrochloride
چکیده مقاله :
Oximes are an important group in organic chemistry. This importance stems from a range of their very desirable industrial, pharmaceutical and biological properties such as antiviral, antidepressant, antitumor, antimicrobial, insecticide, enzyme inhibitory, and antioxidant [1]. These compounds are also important from the synthetic point of view. It is possible to covert the oxime functional group to many different other kinds of functional groups such as nitrone, nitrile, amide, nitrile oxide, amine, and pyridine structures [2, 3]. Here in this work, the tandem conversion of alcohols and silyl ethers as protected alcohols to oximes is described using Oxone which is an inorganic triple salts with the formula 2KHSO5. KHSO4. K2SO4 and hydroxylamine hydrochloride (Scheme 1). Different types of alcohols and silyl ethers containing electron donating or withdrawing groups on aromatic ring are efficiently and oxidatively converted to their corresponding oximes via this procedure in good to excellent yields. This method is in accordance with green chemistry principles due to its one pot and tandem nature. On the other hand, an unknown alcohol or silyl ether can be identified by this method via determination of melting point of product oxime. Excellent chemoselectivity and easy work up can be considered as other advantages of the present method.
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