Synlett, Inhaltsverzeichnis Synlett 2019; 30(14): 1708-1712DOI: 10.1055/s-0037-1611873 letter © Georg Thieme Verlag Stuttgart · New York Tetrabutylammonium Iodide-Promoted Acyloxylation–Peroxidation of Alkenes with Carboxylic Acid and tert-Butyl Hydroperoxide Rongxiang Chen a College of Chemistry and Chemical Engineering, Xinxiang University, Xinxiang, Henan 453000, P. R. of China eMail: wangkaikaii@163.com , Wei Chen a College of Chemistry and Chemical Engineering, Xinxiang University, Xinxiang, Henan 453000, P. R. of China eMail: wangkaikaii@163.com , Yuntao Shen a College of Chemistry and Chemical Engineering, Xinxiang University, Xinxiang, Henan 453000, P. R. of China eMail: wangkaikaii@163.com , Zhan-Yong Wang a College of Chemistry and Chemical Engineering, Xinxiang University, Xinxiang, Henan 453000, P. R. of China eMail: wangkaikaii@163.com , Wei Dai a College of Chemistry and Chemical Engineering, Xinxiang University, Xinxiang, Henan 453000, P. R. of China eMail: wangkaikaii@163.com , Kai-Kai Wang ∗ a College of Chemistry and Chemical Engineering, Xinxiang University, Xinxiang, Henan 453000, P. R. of China eMail: wangkaikaii@163.com , Lantao Liu∗ b College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu, Henan 476000, P. R. of China eMail: liult05@iccas.ac.cn › Institutsangaben Artikel empfehlen Abstract Artikel einzeln kaufen Alle Artikel dieser Rubrik Abstract An efficient synthesis of tert-butyl peroxides through TBAI-promoted acyloxylation–peroxidation of alkenes by using a carboxylic acid and tert-butyl hydroperoxide was developed. The synthetic utility of our method is enhanced by simple manipulations, easily available starting materials, and a wide substrate scope. Key words Key wordstetrabutylammonium iodide - acyloxylation - peroxidation - alkenes - carboxylic acids - butyl hydroperoxide Volltext Referenzen References and Notes 1a Organic Peroxides . Ando W. 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Evaporation of the solvent followed by flash column chromatography (silica gel, PE–EtOAc) gave a colorless liquid; yield: 53.5 mg (76%). 1H NMR (400 MHz, CDCl3): δ = 8.09–8.02 (m, 2 H), 7.51–7.43 (m, 2 H), 5.58 (dd, J = 5.9, 3.5 Hz, 1 H), 4.42 (qd, J = 13.0, 4.7 Hz, 2 H), 3.77 (d, J = 2.5 Hz, 3 H), 1.34 (s, 9 H), 1.24 (s, 9 H). 13C NMR (101 MHz, CDCl3): δ = 168.6, 165.8, 157.1, 129.9, 126.5, 125.4, 80.8, 73.4, 70.7, 52.5, 35.1, 31.1, 26.2. HRMS (ESI-TOF): m/z [M + Na]+ calcd for C19H28NaO6: 375.1778; found: 375.1770. Zusatzmaterial Zusatzmaterial Supporting Information
