The Julia-Kocienski olefination provides a versatile platform for the synthesis of fluorovinyl compounds. This review describes our efforts as well those others in various fluorinated aryl and heteroaryl sulfones their utility reagents modular assembly fluoroalkenes. Where data is available, influence fluorine atom on reactivity stereochemical outcome are described.

Photosensitive C70 was used for the catalytic oxidation of benzylamines to corresponding imines. The advantages using compared C60 or other commonly photosensitizers such as tetraphenylporphyrin (TPP) are (1) faster reaction rates, especially under lower energy light sources, (2) clean reactions with simple workup without chromatography, and (3) catalyst loadings. were suitable various benzylamine derivatives. Subsequent nucleophilic additions imines successfully carried out on substituted...

Multi(boronate) esters are useful building blocks in modern chemical synthesis. Herein, we have developed an efficient, transition metal- and solvent-free method for the regioselective boration of alkenes alkynes. The alkali metal Lewis base (NaOMe)-mediated reactions, using bis(pinacolato)diboron (B2pin2) as boron reagent, resulted diboration at room temperature triboration alkynes 60 °C to produce synthetically alkyl 1,2-bis(boronate) 1,1,2-tris(boronate) esters, respectively, excellent...

A modular approach to N1-vinyl benzotriazoles by azide–aryne cycloadditions and Julia–Kocienski reactions is described. Reactions of azidomethyl phenyl-1H-tetrazol-5-yl (PT) sulfide with arynes gave methyl(PT-sulfanyl)-substituted in 68–89% yields. Oxidation the sulfides sulfones benzotriazole-substituted reagents. Olefination aldehydes a ketone reagents derived from benzyne, 2,3-naphthyne, 4,5-dimethoxybenzyne precursors proceeded give various benzotriazole derivatives. stereoselectivities...

A convenient additive-free synthesis of dihydro-4H-1,2-oxazines via a Cloke–Wilson-type ring expansion the aryl-substituted cyclopropane carbaldehydes with hydroxylamine salt is introduced. Comparatively less active cyclopropyl ketones also follow similar protocol if supplemented by catalytic p-toluene sulfonic acid monohydrate. The transformation performed in an open-to-air flask as it shows negligible sensitivity toward air/moisture. Dihydro-4H-1,2-oxazines when subjected to cycloaddition...

Rearrangement reactions constitute a critical facet of synthetic organic chemistry and demonstrate an attractive way to take advantage existing structures access various important molecular frameworks.

Modular synthesis of vinyl and fluorovinyl triazoles can be achieved from bifunctional propargyl fluoropropargyl sulfones by Cu-catalyzed azide–alkyne ligation Julia–Kocienski olefination. Competitive click reactions the protio show higher reactivity latter, a preliminary DFT analysis was performed.

Metalation–electrophilic fluorination of TMS- and TIPS-protected 1,3-benzothiazol-2-yl (BT) propargyl sulfones gave corresponding BT fluoropropargyl sulfones, Julia–Kocienski reagents for the synthesis fluoro enynes. Both reacted with aldehydes under mild DBU- or LHMDS-mediated conditions, giving high yields conjugated enynes E-stereoselectivity. In comparison to DBU-mediated reactions, stereoselectivity was higher in low-temperature reactions. Two ketones were shown react as well, using...

Abstract An electrochemical methodology for the construction of α ‐CF 3 ‐substituted carbonyl compounds in moderate to good yields under exogenous metal and oxidant‐free conditions has been developed. The protocol involves single‐electron oxidation aryl ring generate a radical cation followed by three‐electron S N 2 reaction resulting formation substituted ketones.

Herein, an electrochemical approach toward the ring opening functionalization of methylenecyclopropanes (MCPs) via C–C bond cleavage in presence alcohols is reported.

Covalent organic frameworks (COFs) exhibit crystalline structures, high chemical and thermal stability, pseudocapacitive behavior, making them promising candidates for electrochemical energy storage (EES) devices.

Abstract Regioselectively arylated heteroarenes are privileged scaffolds with remarkable biological and optoelectronic properties. Traditional arylation approaches based on the transition‐metal catalysis present various issues related to cost of synthesis environmental sustainability. The growing applications arylheteroarenes in pharmaceuticals cutting‐edge technologies have fuelled interest development green cost‐effective synthetic approaches. This article reports recent progress...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTStudies on diamagnetic susceptibility of substituted 2,5-dianilino-3,6-dihalo-p-benzoquinonesR. R. Gupta, M. Kumar, Rakesh and K. GautamCite this: J. Phys. Chem. 1986, 90, 15, 3448–3452Publication Date (Print):July 1, 1986Publication History Published online1 May 2002Published inissue 1 July 1986https://pubs.acs.org/doi/10.1021/j100406a029https://doi.org/10.1021/j100406a029research-articleACS PublicationsRequest reuse permissionsArticle...

The site-selective C-H functionalization of arenes is indisputable importance in organic chemistry. Herein, we have demonstrated an electrochemical regioselective oxidative cross-coupling towards the direct C(sp2)-H sulfinylation phenols with sulfides under mild reaction conditions. designed methodology furnished aryl sulfoxides good to moderate yields exogenous metal and oxidant-free Moreover, exploitation traceless electrons carry out tandem chalcogenation striking feature this methodology.

A mild and efficient synthesis of 1-aryl-1-fluoroethenes from benzothiazolyl (aryl)fluoromethyl sulfones paraformaldehyde, under DBU- or Cs2CO3-mediated conditions at room temperature, is described. comparable diethyl fluoro(naphthalen-2-yl)methylphosphonate reagent does not react with paraformaldehyde these conditions. The utility the methodology for terminal α-fluoroalkenes bearing electron-withdrawing functionalities also shown.