硼（三氟甲磺酰）催化的生物活性羰基化合物与D₂O的α-氘代反应
B(CF)-Catalyzed -Deuteration of Bioactive Carbonyl Compounds with DO.
作者信息
Chang Yejin, Myers Tanner, Wasa Masayuki
机构信息
Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States.
出版信息
Adv Synth Catal. 2020 Jan 23;362(2):360-364. doi: 10.1002/adsc.201901419. Epub 2019 Nov 26.
Abstract
An efficient deuteration process of -C-H bonds in various carbonyl-based pharmaceutical compounds has been developed. Catalytic reactions are initiated by the action of Lewis acidic B(CF) and DO, converting a drug molecule into the corresponding boron-enolate. Ensuing deuteration of the enolate by in situ-generated DO-H then results in the formation of -deuterated bioactive carbonyl compounds with up to >98% deuterium incorporation.
摘要
已开发出一种在各种基于羰基的药物化合物中高效氘代-C-H键的方法。催化反应由路易斯酸性B(CF)和DO引发，将药物分子转化为相应的硼烯醇盐。随后原位生成的DO-H对烯醇盐进行氘代，从而形成氘掺入率高达>98%的氘代生物活性羰基化合物。
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