Newly synthesized 5-acylaminothiazolium salts and one 5-acylaminothiazolidine, considering their chemical structure and reactivity, have been proposed as potential inhibitors of bacterial serine DD-peptidases. A moderate antibiotic activity with (5-phenylacetylamino-3-thiazolio)acetate and (5-phenylacetylaminothiazolidin-3-yl)acetic acid was observed on Staphylococcus aureus ATCC 25923. The met...

Alpha-Hydroxy ketones with an aromatic and aliphatic substituent were prepared with condensation of aromatic and aliphatic aldehydes in the presence of polymer-bound thiazolium salt.

A single-step catalytic ring expansion approach from 4-oxoazetidine-2-carbaldehydes to enantiopure succinimides has been achieved by the use of a base (DBU) and a thiazolium salt precatalyst.

Although salts of thiazolium cations are known, many readily prepared iodide salts have eluded spectroscopic and structural characterization; herein, data for a variety of such salts are reported. It has been demonstrated that thiazolium cations can be deprotonated to generate S,N-heterocyclic carbenes and their "electron rich olefin" dimers, but use of the former has been largely overshadowed ...

We report here a new catalytic reaction in which, para-nitro azides are acylated by aldehydes to produce amides and molecular nitrogen in a single step. The transformation is believed to proceed via an electron transfer process mediated by the tert-butoxide ion, and catalysed by a thiazolium salt derived species.

The N-heterocyclic carbene catalyzed annulation of benzofuran-2,3-diones and enals via homoenolate intermediates is described. The reaction provided a direct and efficient method for the synthesis of spiro-bis-lactones. The ketone-carbonyl group annulated products and the ester-carbonyl group annulated products can be obtained as major products with good yields by convenient catalyst regulation...

A new process is described for preparing very pure linear alkanethiols and linear alpha,omega-alkanedithiols using a sequential alkylation of the title compound, followed by a ring closure to quantitatively give the corresponding 3-methyl[1,3]thiazolo[3,2-a]-[3,1]benzimidazol-9-ium salt and the alkanethiol derivative under mild conditions. The alkanethiol and the heteroaromatic salt are easily ...

A series of mesoionic 1,3-thiazolium-4-aminides was synthesized starting from thioamides and chloroacetonitrile via cyanomethylbenzimidothioates which were cyclized by benzoylchloride. Depending on the reaction conditions 4-amino-1,3-thiazolium salts 4-N-benzamido-1,3-thiazolium obtained (X-ray structure analysis). Substitution amino groups with benzoyl chloride gave a title compounds analysis)...

There is increasing interest in the upgrading of C5 furfural (FF) and C6 5-hydroxymethyl furfural (HMF) into C10 and C12 furoins as higher energy-density intermediates for renewable chemicals, materials, and biofuels. This work utilizes the organocatalytic approach, using the in situ generated N,S-heterocyclic carbene catalyst derived from thiazolium ionic liquids (ILs), to achieve highly effic...

A new cascade bicyclization of o-alkynyl aldehydes with thiazolium salts is described, in which 25 examples of densely functionalized indeno[2,1-b]pyrroles are achieved in a functional-group-compatible manner. Thiazole carbenes generated in situ from thiazolium salts play dual roles as reaction partners and as NHC catalysts. The synthetic utility of these bicyclization reactions results in subs...