公开(公告)号：KR100809848B1

公开(公告)日：2008-03-04

申请号：KR1020060114510

申请日：2006-11-20

Applicant: 성균관대학교산학협력단

Inventor： 윤재숙 ,  문성윤 ,  이지언

IPC: C07F5/02

CPC classification number: C07F5/025 ,  B01J27/122 ,  B01J31/2208 ,  B01J2531/16

Abstract: A method for preparing a beta-boronated alpha,beta-unsaturated carbonyl compound is provided to beta-boronate the alpha,beta-unsaturated carbonyl compound efficiently, thereby being applied to prepare boron added compounds at various beta positions and being useful for forming a product in an aspect of BNCT(boron neutron capture therapy). A method for preparing a compound where a boron is added at a beta position comprises a step of reacting an alpha,beta-unsaturated carbonyl compound represented by the formula(1) with a diboronate compound at a temperature of 25-50 deg.C in a solvent such as dimethyl formamide, toluene and tetrahydrofuran in the presence of a Cu catalyst such as CuCl/NaOt-Bu, Cu(OAc) and CuOtBu, a base, and a phosphine ligand or a C1-6 primary to tertiary alcohol. In the formula(1), R is H, C1-10 alkyl, phenyl, substituted or unsubstituted C6-14 aromatic, or C6-12 hetero aromatic including at least one N and O; R' is H or C1-10 alkyl; and EWG is ketone or ester. Further, a ligand selected from Xantphos, DPEphos, Tributylphosphine and Tricyclohexylphosphine is additionally added when reacting.

Abstract translation: 提供了制备β-硼化的α，β-不饱和羰基化合物的方法，以有效地对α，β-不饱和羰基化合物进行β-硼酸化，从而应用于在各种β位置制备加入硼的化合物并且可用于形成产物 在BNCT（硼中子俘获治疗）的一个方面。 制备其中在β位置添加硼的化合物的方法包括使式（1）表示的α，β-不饱和羰基化合物与二硼酸酯化合物在25-50℃温度下反应的步骤 溶剂如二甲基甲酰胺，甲苯和四氢呋喃，在Cu催化剂如CuCl / NaOt-Bu，Cu（OAc）和CuOtBu，碱和膦配体或C1-6伯醇与叔醇的存在下反应。 在式（1）中，R为H，C 1-10烷基，苯基，取代或未取代的C 6-14芳族或C 6-12杂芳族，包括至少一个N和O; R'是H或C 1-10烷基; 而EWG是酮或酯。 此外，当反应时另外加入选自Xantphos，DPEphos，三丁基膦和三环己基膦的配体。