A series of diaryl amines, ethers and thioethers were synthesized under microwave irradiation efficiently at presence of KF/Al 2 O 3 in 83%-96% yields without any solvent. The salient characters of this method lie in short reaction time, high yields, general applicability to substrates and simple workup procedure. At the same time, their antifungal biological activities against six phytopathogen were evaluated. Most of the compounds (3b, 3c, 3g-o) are more potent than thiophannate-methyl against to Magnaporthe oryzae. This implies that diaryl amine or ether moiety may be helpful in finding a fungicide against Magnaporthe oryzae.
A series of diaryl amines, ethers and thioethers were synthesized under microwave irradiation efficiently at presence of KF/Al 2 O 3 in 83%-96% yields without any solvent. The salient characters of this method lie in short reaction time, high yields, general applicability to substrates and simple workup procedure. At the same time, their antifungal biological activities against six phytopathogen were evaluated. Most of the compounds (3b, 3c, 3g-o) are more potent than thiophannate-methyl against to Magnaporthe oryzae. This implies that diaryl amine or ether moiety may be helpful in finding a fungicide against Magnaporthe oryzae.
“…The general strategies which focus towards formation of C−S bond involves coupling of thiolates with aryl halides using polar and toxic HMPA solvent, aromatic nucleophilic substitution reactions (S N Ar), reduction of aryl sulfones and sulfoxides using strong reducing agents like LiAlH 4 and transition metal catalyzed C−S coupling reactions . Recent literature reports illustrated in Table reveal activated aryl halides subjected to metal‐catalyzed S‐ arylation reactions . Das and coworkers have reported solid supported palladium catalyzed C−S cross coupling reactions of activated aryl chlorides.…”
Section: Introductionmentioning
confidence: 99%
“…Recent literature reports illustrated in Table reveal activated aryl halides subjected to metal‐catalyzed S‐ arylation reactions . Das and coworkers have reported solid supported palladium catalyzed C−S cross coupling reactions of activated aryl chlorides. There has been an increasing demand in developing sustainable and economical metal free strategy which facilitates thioether formation under mild conditions.Recently, Dominguez and cowokers have described C−S bond formation with activated aryl chlorides in the presence of copper catalyst and water as green media.Li et al ., have successfully employed cuprous bromide as catalyst and quinolone based ligand for S ‐arylation of thiols with non‐activated and activated aryl halides.…”
Section: Introductionmentioning
confidence: 99%
“…These aforementioned limitations of metal catalysts encourages us to develop environmentally benign S N Ar method for synthesis of thioethers. The mild and metal free conditions of S N Ar reactions make them more desirable in comparison to metal catalyzed reactions.Nevertheless, these reactions suffer from major restriction involving utilization of various aprotic solvents ,. In this regard of increasing environmental consciousness, deep eutectic solvents (DES) has gained significant interest as benign reaction media in various organic reactions .…”
An efficient nucleophilic aromatic substitution (SNAr) reaction for C−S bond formation using greener and reusable deep eutectic solvent (DES) has been described. A variety of thioethers are synthesized in impressive yields (88‐98 %) by reacting various electron‐deficient aryl/alkyl halides and thiols. This protocol is valid to aryl halides with diverse functional groups such as aldehydes, carboxylic acids, nitro and nitrile groups. The attractive features of this approach includes metal/ligand free conditions, absence of organic solvents, short reaction time, easy isolation of products and simple work up procedure. This effective catalytic system is economically viable, environmentally benign and recyclable up to four cycles without significant loss in activity.
“…The article is organised with respect to the reactions in which the catalyst were employed so as to allow for a comparison of different approaches towards the design of catalysts for a particular type of organic transformation, covering the literature 7 up to 2014. Although many examples of C-N, C-O and C-S coupling reactions catalysed by Pd anchored to solid supports have been reported, [80][81][82][83] the C-C couplings still remain the main topic of interest at the moment. Hence, the main part of this review is devoted to C-C bond forming reactions though various C-X (X = O, N, S) couplings are also mentioned as they result in the formation of valuable functional molecules such as amides, esters, heterocyclic compounds, etc.…”
Features, advantages and limitations associated with palladium catalysts deposited over various siliceous supports in different types of practically useful organic transformations are reviewed.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.