Altman Ryan A, Shafir Alexandr, Choi Alice, Lichtor Phillip A, Buchwald Stephen L
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
J Org Chem. 2008 Jan 4;73(1):284-6. doi: 10.1021/jo702024p. Epub 2007 Nov 29.
The use of 3,4,7,8-tetramethyl-1,10-phenanthroline (Me(4)Phen) as a ligand improves the Cu-catalyzed cross-coupling reactions of aryl iodides and bromides with primary and secondary aliphatic, benzylic, allylic, and propargylic alcohols. Most importantly, by employing this catalyst system, the need to use an excessive quantity of the alcohol coupling partner is alleviated. The relatively mild conditions, short reaction times, and moderately low catalyst loading allow for a wide array of functional groups to be tolerated on both the electrophilic and nucleophilic coupling partners.
使用3,4,7,8-四甲基-1,10-菲咯啉(Me(4)Phen)作为配体可改善铜催化的芳基碘化物和溴化物与伯醇、仲醇、苄醇、烯丙醇和炔丙醇的交叉偶联反应。最重要的是,通过采用该催化剂体系,可减少过量使用醇类偶联试剂的需求。相对温和的条件、较短的反应时间以及适度较低的催化剂负载量使得亲电和亲核偶联试剂上都能耐受多种官能团。