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Programmable iodization/deuterolysis sequences of phosphonium ylides to access deuterated benzyl iodides and aromatic aldehydes.

Authors :
Zheng Y
He XC
Gao J
Xie ZZ
Wang ZW
Liu ZL
Chen K
Xiang HY
Chen XQ
Yang H
Source :
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2022 Mar 29; Vol. 58 (26), pp. 4215-4218. Date of Electronic Publication: 2022 Mar 29.
Publication Year :
2022

Abstract

Herein, a tunable iodization/deuterolysis protocol for phosphonium ylides by employing D <subscript>2</subscript> O as the deuterium source was designed. Notably, this process could be manipulated by tuning the base, thus leading to two valuable deuterated building blocks - benzyl iodides and aromatic aldehydes with broad substrate scope, good functional group compatibility and excellent deuteration degree. Concise syntheses of a series of deuterated drug analogues have been achieved based on the developed deuteration reaction platform.

Subjects

Subjects :
Deuterium
Aldehydes
Iodides

Details

Language :
English
ISSN :
1364-548X
Volume :
58
Issue :
26
Database :
MEDLINE
Journal :
Chemical communications (Cambridge, England)
Publication Type :
Academic Journal
Accession number :
35274648
Full Text :
https://doi.org/10.1039/d2cc00537a