Kang Kyungjun, Kim Jaewook, Lee Ansoo, Kim Woo Youn, Kim Hyunwoo
Department of Chemistry, KAIST , Daejeon 34141, Korea.
Center for Nanomaterials and Chemical Reactions, Institute for Basic Science (IBS) , Daejeon 34141, Korea.
Org Lett. 2016 Feb 5;18(3):616-9. doi: 10.1021/acs.orglett.6b00001. Epub 2016 Jan 13.
A mild and efficient dehydrative cross-coupling reaction between allylic alcohols and N-heterocycles using palladium catalysis is reported. A bicyclic bridgehead phosphoramidite (briphos) ligand together with Pd(dba)2 is a highly efficient catalyst, and an acid additive involved in the rate-determining step promotes the catalytic cycle. The coupling reaction of allylic alcohols with N-heterocycles including imidazoles, benzimidazoles, and triazole proceeds under mild reaction conditions with high yields using Pd/briphos and pentafluorophenol.
据报道,使用钯催化可实现烯丙醇与N-杂环之间温和且高效的脱水交叉偶联反应。双环桥头亚磷酰胺(briphos)配体与Pd(dba)2构成一种高效催化剂,且参与速率决定步骤的酸添加剂可促进催化循环。烯丙醇与包括咪唑、苯并咪唑和三唑在内的N-杂环的偶联反应,在温和的反应条件下,使用Pd/briphos和五氟苯酚可高产率地进行。