Department of Chemistry, University of Houston , Houston, Texas 77204, United States.
J Org Chem. 2013 Oct 4;78(19):9689-714. doi: 10.1021/jo4013628. Epub 2013 Sep 19.
The scope of palladium-catalyzed, auxiliary-assisted direct arylation and alkylation of sp(2) and sp(3) C-H bonds of amine and carboxylic acid derivatives has been investigated. The method employs a palladium acetate catalyst, substrate, aryl, alkyl, benzyl, or allyl halide, and inorganic base in tert-amyl alcohol or water solvent at 100-140 °C. Aryl and alkyl iodides as well as benzyl and allyl bromides are competent reagents in this transformation. The picolinic acid auxiliary is used for amine γ-functionalization, and the 8-aminoquinoline auxiliary is used for carboxylic acid β-functionalization. Some optimization of base, additives, and solvent is required for achieving best results.
研究了钯催化的辅助辅助的胺和羧酸衍生物的 sp(2)和 sp(3) C-H 键的直接芳基化和烷基化的范围。该方法采用醋酸钯催化剂、底物、芳基、烷基、苄基或烯丙基卤化物以及无机碱在叔戊醇或水中于 100-140°C 下进行。芳基和烷基碘化物以及苄基和烯丙基溴化物是这种转化的有效试剂。吡啶甲酸辅助物用于胺的γ官能化，8-氨基喹啉辅助物用于羧酸的β官能化。为了获得最佳结果，需要对碱、添加剂和溶剂进行一些优化。
