Tanaka Ken, Otake Yousuke, Wada Azusa, Noguchi Keiichi, Hirano Masao
Department of Applied Chemistry, Graduate School of Engineering, and Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan.
Org Lett. 2007 May 24;9(11):2203-6. doi: 10.1021/ol0707721. Epub 2007 Apr 26.
We have determined that a cationic rhodium(I)/H8-BINAP complex catalyzes a [2 + 2 + 2] cycloaddition of both activated and unactivated carbonyl compounds with 1,6-diynes leading to dienones in high yields. On the other hand, unactivated aryl ketones react with 1,6-diynes in the presence of a cationic rhodium(I)/Segphos complex to give ortho-functionalized aryl ketones in high yields.
我们已经确定,一种阳离子铑(I)/H8-BINAP配合物能催化活化和未活化的羰基化合物与1,6-二炔发生[2 + 2 + 2]环加成反应,以高收率生成二烯酮。另一方面,未活化的芳基酮在阳离子铑(I)/Segphos配合物存在下与1,6-二炔反应,以高收率生成邻位官能化的芳基酮。