Pronounced Catalytic Effect of a Micellar Solution of Sodium Dodecyl Sulfate (SDS) on the Efficient C‐S Bond Formationviaan Odorless Thia‐Michael Addition Reaction through thein situGeneration ofS‐Alkylisothiouronium Salts

Abstract

A pronounced catalytic effect of sodium dodecyl sulfate (SDS) was observed on the in situ production of S-alkylisothiouronium salts via the reaction of primary, allyl and benzyl halides with thiourea in SDS droplets .Hydrolysis of the generated Salkylisothiouronium salts in the palisade layer of the droplets produces the corresponding thiol moieties which are immediately added to the electron-deficient olefins that are present in the micellar core to produce the thia-Michael adducts. The entire route is an almost odorless process. The yields of the products are good to excellent and the method is applicable to large-scale operation without any problem.

One‐Pot Copper‐Catalysed Thioetherification of Aryl Halides Using Alcohols and Lawesson's Reagent in Diglyme

“…This problem becomes more serious for larger-scale operations. To solve the problem, two new odourless methods for C-S bond formation, including one-pot thia-Michael addition reactions [7] and one-pot thioetherification of aryl halides as starting materials, which is a significant advantage over methods that start from thiols. Alcohols are widely commercially available in a much greater structural diversity than thiols, and they are also nontoxic and not foul-smelling.…”

2-Aminophenyl diphenylphosphinite as an easily accessible ligand for heterogeneous palladium-catalyzed Suzuki–Miyaura reaction in water in the absence of any organic co-solvent

“…Some of the examples are; regioselective iodination of aromatic compounds [33,34], ring opening of epoxides with varieties of nucleophiles [35], oxidation of sulfides to their sulfoxides with H 2 O 2 [36], Michael addition of indoles and pyrroles to a,b-unsaturated electron-deficient compounds [37], conversion of epoxides to thiiranes and amino alcohols [38], CeS Bond formation [39,44,45] and Michael addition of amines and thiols to a,b-unsaturated ketones in aqueous media [40].…”

A facile, one‐pot, green synthesis of polysubstituted 4H‐pyrans via piperidine‐catalyzed three‐component condensation in aqueous medium

“…In addition, the reaction system could be successfully applied to a variety of substrates to synthesize a wide variety of polysubstituted 4H-pyrans in good to excellent yields. C-NMR spectra were recorded at 300 and 75 MHz, respectively, in DMSO-d 6 , and chemical shifts were reported in ppm from internal trimethylsilyl (TMS) (d). All products were identified by comparing of their spectral data and m.p.…”

“…Therefore, green chemistry that emphasizes on the development of environmentally benign chemical processes and technologies has attracted much attention in recent years [1,2]. On one hand, designing organic reactions in aqueous medium is one of the most attractive areas in green chemistry [3][4][5][6]. Water as an abundant and environmentally benign solvent offers several benefits including simple work-up procedure, unique reactivity and selectivity, and so on.…”