Department of Chemistry, Louisiana State University, 232 Choppin Hall, Baton Rouge, Louisiana 70803, USA.
J Org Chem. 2013 Apr 19;78(8):3989-96. doi: 10.1021/jo400341n. Epub 2013 Mar 29.
Unactivated α-branched primary and secondary aliphatic alcohols have been successfully transformed into their corresponding alkyl chlorides in high yields upon treatment with a mixture of triphosgene and pyridine in dichloromethane at reflux. These mild chlorination conditions are high yielding, stereospecific, and well tolerated by numerous sensitive functionalities. Furthermore, no nuisance waste products are generated in the course of the reactions.
未活化的α-支链伯、仲脂肪醇在回流的二氯甲烷中与三光气和吡啶的混合物作用下,高产率地转化成相应的烷基氯。这些温和的氯化条件产率高、立体专一性好,并且能耐受许多敏感官能团。此外,反应过程中不会生成讨厌的废物。