Sulfones are versatile intermediates in organic synthesis and important building blocks the construction of biological active molecules or functional materials. This review provides a summary recent developments sulfones. 1 Introduction 2 Classical Methods Variants 2.1 Oxidation Sulfides 2.2 Aromatic Sulfonylation 2.3 Alkylation/Arylation Sulfinates 2.4 Addition to Alkenes Alkynes 2.5 Miscellaneous 3 Metal-Catalyzed Coupling Reactions 4 Sulfone Synthesis by C–H Functionalization 5 Sulfur...

Palladium, radically different: A wide range of polyfunctional aryl- and heteroarylmagnesium reagents undergo fast Kumada cross-couplings (see scheme) with functionalized aryl bromides in the presence a palladium catalyst an alkyl iodide as additive. These reactions proceed by radical pathway.

An efficient, high-yielding, and transition-metal-free synthesis of diaryl sulfones from arylsulfinic acid salts diaryliodonium has been developed. The mild reaction conditions tolerate a range functional groups, unsymmetrical show high chemoselectivity.

Pump it up! The sluggish reactivity of organozinc reagents in additions to aldehydes, ketones, and CO2 can be increased by MgCl2, which is usually generated the preparation zinc reagent. direct reaction with CO2, particular, opens an expeditious route phenylacetic acid derivatives, as demonstrated a short synthesis ibuprofen (see scheme). Detailed facts importance specialist readers are published "Supporting Information". Such documents peer-reviewed, but not copy-edited or typeset. They...

Abstract A photoredox‐catalyzed three‐component synthesis of N ‐aminosulfonamides starting from diaryliodonium salts, hydrazines and sulfur dioxide is reported. This reaction proceeds under mild conditions at room temperature driven by visible light. simple bisulfite salt can be used as a readily available easy‐to‐handle source. Mechanistic studies support catalytic photoredox pathway with the convenient source for aryl radicals. magnified image

Full details are provided for an improved synthesis of cortistatin A and related structures as well the underlying logic evolution strategy. The highly functionalized A-ring embedded with a key heteroadamantane was synthesized by simple scalable five-step sequence. chemoselective, tandem geminal dihalogenation unactivated methyl group, reductive fragmentation/trapping/elimination bromocyclopropane, facile chemoselective etherification reaction afforded core, dubbed “cortistatinone”....

Visible light can be used as a sole driving force for the fixation of sulfur dioxide into sulfonylated coumarins.

Abstract A copper‐catalyzed, cross‐dehydrogenative coupling of anilines with sodium and lithium sulfinates was developed. By using a cooperative reaction system Mn(OAc) 3 as stoichiometric co‐oxidant highly selective para ‐functionalization accomplished. Various functional groups were tolerated the desired products obtained in high yields. This method not only provides novel approach for synthesis arylsulfones but might also offer new opportunities development copper‐catalyzed ‐selective C−H...

An efficient cross-coupling of sodium or lithium sulfinates with aryl iodides, using a combination nickel and photoredox catalysis, is described. The dual catalyst system enables versatile synthesis sulfones at room temperature in good yields displays broad functional group compatibility. potential utility this method the late-stage diversification complex molecules conversion organolithium reagents sulfur dioxide into demonstrated.

Sulfinate salts have attracted considerable attentions due to their versatile reactivity. They emerged as highly useful building blocks for the construction of all kinds sulfonyl‐group containing molecules, such sulfones or sulfonamides, and various carbon–carbon‐ carbon–heteroatom‐bonds via sulfur dioxide (SO 2 ) extrusion. Herein, we want summarize latest developments in synthesis sulfinate salts. Both improvement classical methods development novel protocols will be discussed. Also...

Photosynthesis and electrosynthesis enable the “green” upcycling of SO 2 to value-added products.

Abstract Incorporation of sulfur dioxide into organic compounds is achieved by a photocatalytic approach using sensitizers made from earth‐abundant chromium(III) ions and visible light leading to sulfones sulfonamides. We employed three different [Cr(ddpd) 2 ] 3+ , [Cr(bpmp) [Cr(tpe) with long excited state lifetimes ground redox potentials as well varying stability under the reaction conditions (ddpd= N N’ ‐dimethyl‐ ’‐dipyridin‐2‐yl‐pyridine‐2,6‐diamine;...

A wide range of polyfunctional aryl, heteroaryl, alkyl, and benzylic zinc reagents were coupled with unsaturated halides bearing an acidic NH or OH function, using Pd(OAc)(2) (1 mol %) S-Phos (2 as catalyst without the need protecting groups.

A new silane-promoted nickel-catalyzed amination of aryl chlorides with 0.5 mol % Ni(acac)2, 1 3,5,6,8-tetrabromo-1,10-phenanthroline, and polymethylhydrosiloxane was developed. broad range heteroaryl can be coupled secondary amines anilines to give the desired (het)arylamines in good excellent yields. The reaction is sensitive nature amount silane promoter.

Powdered organozinc reagents: Various aryl and heteroaryl bromides as well benzylic chlorides react with Mg Zn(OPiv)2⋅2 LiCl (OPiv=pivalate) to provide solid reagents after solvent evaporation. These powders can be stored at room temperature under argon for months manipulated in air a short time. They undergo smooth Negishi cross-coupling carbonyl addition reactions (see scheme).

A wide range of polyfunctional aryl, heteroaryl, alkyl, and benzylic zinc reagents were coupled with unsaturated aryl halides bearing an acidic NH or OH proton, using Pd(OAc)2 (1 mol %) S-Phos (2 as catalyst without the need protecting groups. similar nickel-catalyzed reaction is described. The relative kinetic basicity organozinc compounds well their stability toward protons also

An efficient, transition-metal-free arylation of lithium sulfinates, which are readily accessible from reactions organolithium reagents with sulfur dioxide, is described. Based on this method, a practical protocol for the direct transformation (hetero)arenes and (hetero)aromatic halides into diarylsulfones was developed.

Abstract A simple and mild copper‐catalyzed sulfonylation of 8‐aminoquinolines with sodium lithium sulfinates is reported. In the presence manganese(III) acetate [Mn(OAc) 3 ] as cooxidant a highly site‐selective C−H functionalization at C‐5 position takes place. The reaction proceeds readily room temperature in air various sulfones were synthesized moderate to high yields. Moreover, straightforward procedure for conversion organolithium reagents sulfur dioxide into sulfonylated quinolines...

So-called 1-Cys peroxiredoxins (Prx) employ only one cysteine residue for the reduction of hydroperoxides and require an external thiol a reactive sulfenic acid during catalytic cycle. Hence, Prx, which often belong to structural Prx5- or Prx6-type subfamily, are potentially promiscuous enzymes that could react with variety thiols. Furthermore, dependence on affect susceptibility Prx hyperoxidation, i.e., formation sulfinic sulfonic acid. Here, we compared reaction mechanisms kinetics PfAOP...

Mild mannered: Unprotected amides and sulfonamides containing aryl bromides iodides undergo, in the presence of S-PHOS, smooth Negishi cross-couplings with various zinc organometallic reagents, allowing preparation pharmaceutically relevant molecules (see scheme; S-PHOS=2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl).

A transition-metal-free arylation of lithium, magnesium, and zinc sulfinates with diaryliodonium salts is described. The sulfinic acid were prepared from the reaction corresponding organometallic reagents sulfur dioxide. Combination three single steps (preparation compound, sulfinate formation, arylation) leads to a one-pot sequence for synthesis aryl sulfones simple starting materials. chemoselectivity unsymmetrical has been investigated. Potential limitations this method will be discussed.