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

页码：5490 / 5493

页数：4

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