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Strategic Application of Residence-Time Control in Continuous-Flow Reactors.

Mándity IM, Ötvös SB, Fülöp F - ChemistryOpen (2015)

Bottom Line: As a sustainable alternative for conventional batch-based synthetic techniques, the concept of continuous-flow processing has emerged in the synthesis of fine chemicals.Systematic tuning of the residence time, a key parameter of continuous-reaction technology, can govern the outcome of a chemical reaction by determining the reaction rate and the conversion and by influencing the product selectivity.Such a fine reaction control cannot be performed in conventional batch reaction set-ups.

View Article: PubMed Central - PubMed

Affiliation: Institute of Pharmaceutical Chemistry, University of Szeged Eötvös u. 6, H-6720, Szeged, Hungary.

ABSTRACT
As a sustainable alternative for conventional batch-based synthetic techniques, the concept of continuous-flow processing has emerged in the synthesis of fine chemicals. Systematic tuning of the residence time, a key parameter of continuous-reaction technology, can govern the outcome of a chemical reaction by determining the reaction rate and the conversion and by influencing the product selectivity. This review furnishes a brief insight into flow reactions in which high chemo- and/or stereoselectivity can be attained by strategic residence-time control and illustrates the importance of the residence time as a crucial parameter in sustainable method development. Such a fine reaction control cannot be performed in conventional batch reaction set-ups.

No MeSH data available.


CF reaction of o-pentanoyliodobenzene with MesLi generated in situ. Trapping of the resulting acylphenyllithium with MeOH as electrophile gives the protonated product, or undesired dimerization occurs.10
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sch01: CF reaction of o-pentanoyliodobenzene with MesLi generated in situ. Trapping of the resulting acylphenyllithium with MeOH as electrophile gives the protonated product, or undesired dimerization occurs.10

Mentions: In the context of ideal synthesis and green sustainable chemistry, protecting-group-free approaches have attracted considerable attention. The next example gives an insight into protecting-group-free CF iodine–lithium exchange reactions. Organolithiums react with ketones rapidly, and ketone carbonyl groups are therefore traditionally protected prior to an organolithium reaction. Nevertheless, free ketone carbonyls can survive for very short intervals through organolithium reactions. It has been demonstrated that, with very accurate control over short residence times, the reaction can be accomplished without protecting group chemistry in a flow microreactor.10 Iodine–lithium exchange reactions of acyliodobenzenes have been investigated (Scheme 1, Figure 4).


Strategic Application of Residence-Time Control in Continuous-Flow Reactors.

Mándity IM, Ötvös SB, Fülöp F - ChemistryOpen (2015)

CF reaction of o-pentanoyliodobenzene with MesLi generated in situ. Trapping of the resulting acylphenyllithium with MeOH as electrophile gives the protonated product, or undesired dimerization occurs.10
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4522171&req=5

sch01: CF reaction of o-pentanoyliodobenzene with MesLi generated in situ. Trapping of the resulting acylphenyllithium with MeOH as electrophile gives the protonated product, or undesired dimerization occurs.10
Mentions: In the context of ideal synthesis and green sustainable chemistry, protecting-group-free approaches have attracted considerable attention. The next example gives an insight into protecting-group-free CF iodine–lithium exchange reactions. Organolithiums react with ketones rapidly, and ketone carbonyl groups are therefore traditionally protected prior to an organolithium reaction. Nevertheless, free ketone carbonyls can survive for very short intervals through organolithium reactions. It has been demonstrated that, with very accurate control over short residence times, the reaction can be accomplished without protecting group chemistry in a flow microreactor.10 Iodine–lithium exchange reactions of acyliodobenzenes have been investigated (Scheme 1, Figure 4).

Bottom Line: As a sustainable alternative for conventional batch-based synthetic techniques, the concept of continuous-flow processing has emerged in the synthesis of fine chemicals.Systematic tuning of the residence time, a key parameter of continuous-reaction technology, can govern the outcome of a chemical reaction by determining the reaction rate and the conversion and by influencing the product selectivity.Such a fine reaction control cannot be performed in conventional batch reaction set-ups.

View Article: PubMed Central - PubMed

Affiliation: Institute of Pharmaceutical Chemistry, University of Szeged Eötvös u. 6, H-6720, Szeged, Hungary.

ABSTRACT
As a sustainable alternative for conventional batch-based synthetic techniques, the concept of continuous-flow processing has emerged in the synthesis of fine chemicals. Systematic tuning of the residence time, a key parameter of continuous-reaction technology, can govern the outcome of a chemical reaction by determining the reaction rate and the conversion and by influencing the product selectivity. This review furnishes a brief insight into flow reactions in which high chemo- and/or stereoselectivity can be attained by strategic residence-time control and illustrates the importance of the residence time as a crucial parameter in sustainable method development. Such a fine reaction control cannot be performed in conventional batch reaction set-ups.

No MeSH data available.