Continuous-flow meerwein arylation

TitleContinuous-flow meerwein arylation
Publication TypeJournal Article
Year of Publication2014
AuthorsBhaya, VG, Joshi, RA, Kulkarni, AA
JournalJournal of Flow Chemistry
Volume4
Issue4
Pagination211-216
Date PublishedDEC
Type of ArticleArticle
ISSN2062-249X
Keywordsdiazonium salt, flow chemistry, homogeneous catalyst, Meerwein arylation, micromixer, multistep synthesis
Abstract

The continuous-flow Meerwein arylation is demonstrated for a set of few aryl donors (anilines and m-aminoacetophenone) and specific radical acceptors. Homogeneous catalyst (CuBr in HBr and CuCl in HCl) was used to facilitate the reaction. The effect of parameters, viz., temperature, catalyst concentration, residence time, and concentration of the radical acceptor on the yield of the arylated product, was studied. The yield of the aryl derivative obtained by continuous-flow syntheses was always better than the respective experiments in batch mode. Flow synthesis allows easy variation in these parameters and thus allows going close to the maximum possible yields in a system where the relative rates of different reactions create a complex situation. Temperature plays a crucial role by affecting the rates as well as by governing the system homogeneity. The nitrogen bubbles generated in the reaction helped to avoid any channel blockage.

DOI10.1556/JFC-D-14-00023
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)1.942
Divison category: 
Chemical Engineering & Process Development