[EN] SYNTHESIS OF BORONIC ESTERS AND BORONIC ACIDS USING GRIGNARD REAGENTS<br/>[FR] SYNTHÈSE D'ESTERS BORONIQUES ET D'ACIDES BORONIQUES EFFECTUÉE AU MOYEN DE RÉACTIFS DE GRIGNARD
申请人:UNIV CALIFORNIA
公开号:WO2013016185A1
公开(公告)日:2013-01-31
Boronic esters and boronic acids are synthesized at ambient temperature in an ethereal solvent by the reaction of Grignard reagents with a boron-containing substrate. The boron-containing substrate may be a boronic ester such as pinacolborane, neopentylglycolborane, or a dialkylaminoborane compound such as diisopropylaminoborane. The Grignard reagents may be preformed or generated from an alkyl, alkenyl, aryl, arylalkyl, heteroaryl, vinyl, or allyl halide compound and Mg°. When the boron-containing substrate is a boronic ester, the reactions generally proceed at room temperature without added base in about 1 to 3 hours to form a boronic ester compound. When the boron-containing substrate is a dialkylaminoborane compound, the reactions generally proceed to completion at 0°C in about 1 hour to form a boronic acid compound.
硼酸酯和硼酸在室温下通过格氏试剂与含硼底物的反应,在醚类溶剂中合成。含硼底物可以是硼酸酯,如频哪醇硼烷、新戊二醇硼烷,或二烷基氨基硼烷化合物,如二异丙基氨基硼烷。格氏试剂可以是预制的,也可以由烷基、烯基、芳基、芳烷基、杂芳基、乙烯基或烯丙基卤化物化合物和Mg°生成。当含硼底物是硼酸酯时,反应通常在室温下无需添加碱,在大约1到3小时内进行,形成硼酸酯化合物。当含硼底物是二烷基氨基硼烷化合物时,反应通常在0°C下大约1小时内完成,形成硼酸化合物。