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Short Paper | Regular issue | Vol 87, No. 2, 2013, pp.407-415
Published online, 27th December, 2012
DOI: 10.3987/COM-12-12628
Microwave-Assisted Synthesis and Crystal Structure of Novel 2-Dichloromethyl-1,3-dioxolanes

Fei Ye, Ying Li, Ying Fu,* Shuang Gao, and Li-Xia Zhao

*Department of Applied Chemistry, College of Sciences, Northwest Agricultural University, Harbin 150030, Heilongjiang, China

Abstract

An efficient synthesis of 2-dichloromethyl-1,3-dioxolane derivatives with microwave-assisted addition reaction was developed. The intermediate 1,3-dioxolanes 2 were obtained by exposing to microwave radiation with glycol at the present of anhydrous CuSO4. A series of novel 2-dichloromethyl-1,3-dioxolane derivatives 3 were synthesized by carbenes insertion of dioxolanes 2 and chloroform with TEBA used as phase transfer catalyst. The structures of the compounds were characterized by IR, 1H-NMR, 13C-NMR spectroscopy, and elemental analysis. The configuration of 3f was determined by X-ray crystallography.