通过 Sonogashira 偶联反应从卤代芳基三氟硼酸盐制备炔基芳基三氟硼酸钾盐。

Preparation of potassium alkynylaryltrifluoroborates from haloaryltrifluoroborates via Sonogashira coupling reaction.

机构信息

Natural Products Research Center, Korea Institute of Science and Technology, 290 Daejeon-dong, Gangneung 210-340, Korea.

出版信息

Org Lett. 2010 Mar 5;12(5):1092-5. doi: 10.1021/ol100081v.

DOI:10.1021/ol100081v

PMID:20148521

Abstract

A novel series of alkyne-containing potassium organotrifluoroborates were prepared in good yields from the corresponding haloaryltrifluoroborates and various alkynes via Sonogashira coupling reaction. Also, the Suzuki-Miyaura cross-coupling reaction of alkynylaryltrifluoroborates with aryl and alkenyl bromides was achieved in the presence of 5 mol % of Pd(TPP)(4) and 3.0 equiv of Cs(2)CO(3) in aqueous 1,4-dioxane at 150 degrees C by microwave irradiation.

摘要

一系列新型含炔基的钾有机三氟硼酸盐通过 Sonogashira 偶联反应由相应的卤代芳基三氟硼酸盐和各种炔烃以较好的产率制备得到。此外，在微波辐射下，以 Pd(TPP)(4)（5mol%）和 Cs(2)CO(3)（3.0 当量）为催化剂，在水/1,4-二氧六环中于 150°C 下，炔基芳基三氟硼酸盐与芳基和烯基溴化物的 Suzuki-Miyaura 交叉偶联反应也能顺利进行。