钯催化的杂芳族碳氢键在温和条件下对碳-碳三键的选择性加成反应。
Pd-catalyzed selective addition of heteroaromatic C-H bonds to C-C triple bonds under mild conditions.
作者信息
Lu W, Jia C, Kitamura T, Fujiwara Y
机构信息
Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, Hakozaki, Fukuoka, 812-858, Japan.
出版信息
Org Lett. 2000 Sep 21;2(19):2927-30. doi: 10.1021/ol006156l.
PMID:10986074
Abstract
Simple heteroarenes such as pyrroles and indoles undergo addition reactions to C-C triple bonds in the presence of a catalytic amount of Pd(OAc)(2) under very mild conditions, affording cis-heteroarylalkenes in most cases. The cleavage of aromatic C-H bonds is the possible rate-determining step in CH(2)Cl(2), and the addition of heteroaromatic C-H bonds to C-C triple bonds is in a trans-fashion.
摘要
简单的杂芳烃如吡咯和吲哚在催化量的Pd(OAc)₂存在下，于非常温和的条件下与碳 - 碳三键发生加成反应，在大多数情况下生成顺式杂芳基烯烃。在二氯甲烷中，芳香碳 - 氢键的断裂可能是速率决定步骤，并且杂芳环碳 - 氢键与碳 - 碳三键的加成是反式的。
Zotero 插件