CHBr3/TiCl4/Mg as an Unusual Nucleophilic CBr2 Carbenoid: Effective and Chemoselective Dibromomethylenation of Aldehydes and Ketones
作者:Yeshwant Ramchandra Bhorge、Cheng-Ta Chang、Su-Haur Chang、Tu-Hsin Yan
DOI:10.1002/ejoc.201200457
日期:2012.9
We report that instead of using CBr4, CHBr3 can serve as a highly nucleophilic dibromomethylene carbenoid in chemoselective carbonyl dibromomethylenation. Successful application of the dibromomethylenation to various carbonyl compounds such as enolizable and sterically hindered ketones by using the CHBr3/Mg/TiCl4 system highlights the weakly basic nature, extraordinary reactivity, and synthetic versatility
我们报告说,在化学选择性羰基二溴甲基化中,CHBr3 可以作为高度亲核的二溴亚甲基卡宾,而不是使用 CBr4。通过使用 CHBr3/Mg/TiCl4 系统成功地将二溴甲基化应用于各种羰基化合物,如烯醇化和空间位阻酮,突出了该方法的弱碱性、非凡的反应性和合成多功能性。