Palladium‐Catalyzed Desulfinative Iodination of Sodium Sulfinates and Sulfonyl Hydrazides

Abstract

The palladium-catalyzed desulfinative iodination of sodium sulfinates and sulfonyl hydrazides with KI or I 2 is described. The reaction proceeds smoothly under mild conditions using O 2 or air as an environmentally benign oxidant.

Functional Enzyme Mimics for Oxidative Halogenation Reactions that Combat Biofilm Formation

“…Although vanadium catalysts show promising activity, their industrial applications are problematic as vanadium compounds are classified as critical according to a European Union regulation and have difficulties to fulfill the criteria of registration, evaluation, authorization, and restriction of chemicals (REACH) . Hetero‐polyoxometallates containing Mo(VI), W(VI), Mn(II‐VII), Cu(II), Ru(III), Ce(IV), Fe(III), Pd(II), Ti(II,IV), and Nb(V) are useful, but often more expensive and less active alternatives . Main group compounds of B(III), Ba(II), Bi(III), Sb(V), Se, and Te have haloperoxidase‐like activity during the synthesis of (hetero) aryl halides, vinyl halides, and alkyl halides by C–H activation …”

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“…The best AIE-dots can be 40 times brighter than quantum dots 6 . "With AIE, high density in constrained space produces high brightness, " says Guangxue Feng, a research assistant in Liu's lab.…”

Desulfinative palladium‐catalyzed cross‐coupling of arylsulfonyl hydrazides with aryl bromides under air

“…Recently, aryl−aryl bond formation via C−S bond cleavage has attracted considerable attention, and versatile activated C−S bond‐containing partners, such as aryl sulfonyl reagents, have been explored in cross‐coupling reactions under transition metal catalysis. Commercial aryl sulfonyl halides, sulfinates and hydrazines are recognized as the new aryl sources that have been universally utilized in desulfinative arylation reactions recently (Scheme ) …”

“…Zhou's groups have employed arylsulfonyl hydrazides as aryl sources in Hiyama coupling reactions by desulfitation . Pd‐catalyzed desulfinative cross‐coupling of arylsulfonyl hydrazides has been well studied, such as Heck coupling, Sonogashira coupling, homocoupling, iodination and addition . However, the new‐type Pd‐catalyzed desulfitative cross‐coupling of arylsulfonyl hydrazides with aryl bromides was still obscured.…”