铜（II）催化脂肪醇与有机三氟硼酸钾盐合成醚

Copper(II)-catalyzed ether synthesis from aliphatic alcohols and potassium organotrifluoroborate salts.

作者信息

Quach Tan D, Batey Robert A

机构信息

Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.

出版信息

Org Lett. 2003 Apr 17;5(8):1381-4. doi: 10.1021/ol034454n.

DOI:10.1021/ol034454n

PMID:12688764

Abstract

[reaction: see text] A protocol for the copper(II)-catalyzed etherification of aliphatic alcohols under mild and essentially neutral conditions is described. Air- and moisture-stable potassium alkenyl- and aryltrifluoroborate salts undergo cross-coupling with a variety of aliphatic primary and secondary alcohols and phenols, and are tolerant of a range of functional groups. The optimized conditions utilize catalytic copper(II) acetate with 4-(dimethylamino)pyridine as ligand in the presence of 4 A molecular sieves under an atmosphere of oxygen.

摘要

[反应：见正文] 描述了一种在温和且基本中性条件下铜（II）催化脂肪醇醚化的方案。空气和湿气稳定的烯基和芳基三氟硼酸钾盐可与多种脂肪族伯醇、仲醇和酚发生交叉偶联反应，并且能耐受一系列官能团。优化后的条件是在氧气气氛下，使用催化量的醋酸铜（II）并以4-（二甲氨基）吡啶作为配体，同时存在4A分子筛。