Fairlamb Ian J S, O'Brien Ciara T, Lin Zhenyang, Lam King Chung
Department of Chemistry, University of York, Heslington, York, UK YO10 5DD.
Org Biomol Chem. 2006 Apr 7;4(7):1213-6. doi: 10.1039/b518232h. Epub 2006 Feb 21.
The Sonogashira cross-coupling of 4,6-dichloro-2-pyrone with terminal acetylenes proceeds in good yields and high regioselectivity for the 6-position; dibenzylidene acetone (dba) type ligands play a non-innocent role in reactions mediated by Pd(dba)2/PPh3; theoretical studies indicate that C-6 oxidative addition is favoured both kinetically and thermodynamically.
4,6-二氯-2-吡喃酮与末端乙炔的Sonogashira交叉偶联反应以良好的产率和对6-位的高区域选择性进行;二苄叉丙酮(dba)型配体在由Pd(dba)2/PPh3介导的反应中起非惰性作用;理论研究表明,C-6氧化加成在动力学和热力学上均有利。