tailieunhanh - Copper triflate catalyzed baeyer- villiger oxidation of ketones
A simple, efficient and eco-friendly method for Baeyer-Villiger oxidation reaction has been developed. The reaction employed m-CPBA as the oxidant with Cu(OTf)2 catalyst in CH2Cl2 at room temperature. Lactones or ester were synthesized in good to excellent yield (85- 94 %). The catalyst could be reused twice without considerable loss in activity. | Copper triflate catalyzed baeyer- villiger oxidation of ketones Vietnam Journal of Science and Technology 57 (1) (2019) 76-81 doi: COPPER TRIFLATE CATALYZED BAEYER- VILLIGER OXIDATION OF KETONES Dau Xuan Duc*, Nguyen Thi Nguyet School of Chemistry, Vinh University, 182 Le Duan, Vinh City, Nghe An * Email: xuanduc80@ Received: 26 May 2018; Accepted for publication: 20 November 2018 Abstract. A simple, efficient and eco-friendly method for Baeyer-Villiger oxidation reaction has been developed. The reaction employed m-CPBA as the oxidant with Cu(OTf)2 catalyst in CH2Cl2 at room temperature. Lactones or ester were synthesized in good to excellent yield (85- 94 %). The catalyst could be reused twice without considerable loss in activity. Keywords: oxidation, ketone, lactone, ester, catalyst. Classification numbers: , 1. INTRODUCTION Lactones and esters are important classes of substances that have been used extensively as synthetic intermediates in the preparation of a variety of fine or special chemicals such as drugs, steroids, pheromones, etc. [1, 2]. Up to now, many reports in literature have been found in synthesis of these types of compounds, and a well-known method for such a synthesis constitutes the Baeyer-Villiger oxidation of ketones [3, 4]. The reaction was first published by Adolf Baeyer and Victor Villiger in 1899 [5]. The use of Baeyer–Villiger oxidation in several stereoselective organic syntheses is known [6, 7]. Various oxidants such as m-chloroperbenzoic acid, trifluoroperacetic acid, peroxybenzoic acid and hydrogen peroxide, oxone etc. have been used for the Baeyer-Villiger oxidation [6]. Strong acids such as perchloric acid, sulfuric acid and toluenesulfonic acid were used to be employed as catalysts for the oxidation. Recently, several transition metal-based oxidation procedures [8-10] and metal-free organocatalytic methods [11] have been
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