Synthesis of 2,4,5-Trisubstituted Furans via a Triple C(sp3)–H Functionalization Reaction Using Rongalite as the C1 Unit

• DOI: 10.1021/acs.orglett.5b03552
• Publication Date: 2016-01-27T17:26:48Z
• Authors: Miao Wang; Jia-Chen Xiang; Yan Cheng; Yan-Dong Wu; An-Xin Wu
• Keywords: Surface Modification; Triple bond

A highly efficient I2/Cu(NO3)2·3H2O-mediated triple C(sp3)–H functionalization reaction for the synthesis of 2,4,5-trisubstituted furans from aryl methyl ketones and rongalite by employing as a C1 unit has been developed. This method allows rapid access to (2-acyl-4-methylthio-5-aryl) furans. Preliminary mechanistic studies indicate that in situ generated dimethyl(phenacyl)-sulfonium iodine HCHO were probably key intermediates this transformation.