Yudong Yang, Xunhua Lu, Etsuko Tokunaga
Nov 1, 2012
Citations
0
Influential Citations
17
Citations
Journal
Journal of Fluorine Chemistry
Abstract
Abstract 3,5-Bis(pentafluorosulfanyl)phenylboronic acid 1 was introduced as an efficient organocatalyst for Conia-ene carbocyclization of 1,3-dicarbonyl compounds having terminal alkynes. A variety of 2-alkynic 1,3-dicarbonyl compounds were smoothly converted to ene-carbocyclization products in moderate to excellent yields. Compared with the reported catalyst, 3-nitro phenylboronic acid, catalyst 1 is slightly better in a non-polar solvent such as toluene and Solkane ® 365mfc (1,1,1,3,3-pentafluorobutane). These results indicate that the SF 5 function can be a lipophilic and sterically demanding alternative to the NO 2 group in catalyst design.