Elektrochemischer Durchlaufgenerator für hypervalente Iodreagenzien: Synthetische Anwendungen

Abstract

Es wurdee in effizienter und zuverlässiger elektrochemischer Generator fürh ypervalente Iodreagenzien entwickelt. Bei der anodischen Oxidation von Iodaromaten zu hypervalenten Iodreagenzien unter Flussbedingungen ersetzt der Einsatz von Elektrizitätg efährliche und teure chemische Oxidationsmittel. Instabile hypervalente Iodreagenzien kçnnen leichthergestellt und mit verschiedenen Substraten zur Reaktion gebrachtwerden, um oxidative Funktionalisierungen mit hohen Ausbeuten zu erreichen. Die instabilen elektrochemische rzeugten Reagenzien kçnnen auchl eichtd urch Ligandenaustauschi nk lassische, stabile hypervalente Iodreagenzien umgewandelt werden. Die Kombination aus elektrochemischen und Flow-chemischen Vorteilen verbessert die çko-logischeBilanz des Prozesses im Vergleichzuherkçmmlichen Ansätzen erheblich.

Electrochemical‐Induced Ring Transformation of Cyclic α‐(ortho‐Iodophenyl)‐β‐oxoesters

“…[11] Compounds 5i-m were prepared accordingly from substituted PIFA-derivatives 9i-m.T he latter were obtained by oxidation of the corresponding iodobenzene derivatives with oxone by following al iterature protocol. [12] As also observed by others, [13] donor-substituted PIFAr eagents (e.g. with R 3 = OMe) cannotbeo btained by this procedure.…”

Fe(III)‐Mediated para‐Selective Nucleophilic Thiocyanation and Oxidation Reactions, Access to Thiocyanated Amidophenols and Amidoquinones

“…In the meanwhile, amidoquinones are important skeletons of various bioactive molecules. [14] Most existing methods for the synthesis of quinones depend on the oxidation of hydroquinones, rather than phenols, in the presence of hypervalent iodine reagents, [15] oxygen, [16] as well as catechol oxidase, laccase and peroxidase, [17] etc (Scheme 1b). However, the direct hydroxylztion or oxidation of phenols into quinones are quite challenging in organic chemistry.…”

Obtaining Kinetics From Continuous Processes: Sampling Multiple Time Points Concurrently With a Single Valve Rotation

“…Novel developments in flow technology can add flexibility to the approach researchers take for the synthesis of important compounds [16–19] . Flow chemistry often produces cleaner reaction mixtures than batch, typically with improved and more controllable kinetics [20–22] .…”

“…[15] Novel developments in flow technology can add flexibility to the approach researchers take for the synthesis of important compounds. [16][17][18][19] Flow chemistry often produces cleaner reaction mixtures than batch, typically with improved and more controllable kinetics. [20][21][22] These desirable properties are due to excellent mass and heat transfer, which is attributable to the tremendous surface area-to-volume ratios of small diameter reactor channels.…”