Generation of formaldehyde and formaldehyde-d2 for hydroxymethylations and hydroxydeuteromethylations of difluoroenolates and difluorobenzyl carbanions

被引：3
|
作者：
Khatri, Hari R. [1 ]
Han, Changho [2 ]
Alkhodier, Reem A. [1 ]
Adam, Amna T. [1 ]
Islam, Baharul [1 ]
Colby, David A. [1 ]
机构：
[1] Univ Mississippi, Dept Biomol Sci, Univ Mississippi, MS 38677 USA
[2] Purdue Univ, Dept Med Chem & Mol Pharmacol, W Lafayette, IN 47907 USA
来源：
CHEMICAL COMMUNICATIONS | 2022年 / 58卷 / 36期
关键词：
DIMETHYL-SULFOXIDE; DEUTERIUM; ADDITIONS; ACCESS; ACIDS; DRUG;
D O I：
10.1039/d2cc01518h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A method for the in situ production of formaldehyde from dimethylsulfoxide, bromine, and cesium carbonate is reported for reactions with difluoroenolates and difluorobenzyl carbanions. This process also generates formaldehyde-d(2) for the production of 2,2-difluoro-1,1-deuteroethanols. Mechanistic and computational studies further characterize the production of hydroxymethylated and hydroxydeuteromethylated difluorinated organic molecules.
引用
收藏
页码：5490 / 5493
页数：4
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