Multigram Synthesis of a Combustion-Relevant δ-Ketohydroperoxide through Sulfonylhydrazine Substitution.
Chemistry
; 28(62): e202202266, 2022 Nov 07.
Article
em En
| MEDLINE
| ID: mdl-35945143
ABSTRACT
A synthesis of a δ-ketohydroperoxide is described, addressing potential functional-group compatibilities in these elusive species relevant to combustion and atmospheric chemistries. The hydroperoxide is installed via sulfonylhydrazine substitution, which was found to be more effective than displacement of secondary halides. As part of this protocol, it was observed that 1,2-dimethoxyethane is an advantageous medium for the reaction, avoiding the formation of a tetrahydrofuran hydroperoxide side product. This discovery facilitated the multigram synthesis (6â
steps, 41 % yield overall) and discrete characterization of the target δ-ketohydroperoxide.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Peróxidos
/
Peróxido de Hidrogênio
Idioma:
En
Revista:
Chemistry
Assunto da revista:
QUIMICA
Ano de publicação:
2022
Tipo de documento:
Article
País de afiliação:
Estados Unidos