155016-22-1

Upstream product

• 100-51-6 benzyl alcohol 
• 591-50-4 iodobenzene 
• 60901-36-2 O-benzyl thiocarbamate 
• 108-86-1 bromobenzene 
• 108-90-7 chlorobenzene 
• 98-80-6 phenylboronic acid 
• 103-72-0 phenyl isothiocyanate 

Downstream Products

• 758640-21-0 N-Benzylaniline 
• 62-53-3 aniline 
• 102-08-9 N,N-diphenylthiourea 
• 100-51-6 benzyl alcohol 
• 100-52-7 benzaldehyde 
• 27063-56-5 phenyl-thiocarbamic acid (S)-benzyl ester 

Relevant academic research and scientific papers

Synthesis and decrosslinking of networked polymers having zwitterion structure consisted by cyclic amidine and isothiocyanate

We have already found that the polymers, which are obtained by the polymerization of 4-vinylphenyl isothoiocyanate after the zwitterion formation with cyclic amidines, are networked through the ionic interaction among the zwitterions becoming insoluble to various solvents. We report here on the results of the reaction of nucleophilic reagents such as amines and alcohols with the zwitterionic adduct to investigate about the decrosslinking through the resolution of ionic interactions. In the model reactions of amines and alcohols with the zwitterion compounds, which were consisted of the phenyl isothiocyanate and cyclic amidines, the reaction of nucleophilic reagents and zwitterionic adducts having methyl group at the 2-position of the amidine proceed quantitatively. Based on the model reaction, such nucleophilic addition was applicable to decrosslinking reaction of the networked polymers containing the zwitterion structure in the side-chain.

An Fe3O4@SiO2/Schiff base/Cu(ii) complex as an efficient recyclable magnetic nanocatalyst for selective mono: N-arylation of primary O-alkyl thiocarbamates and primary O-alkyl carbamates with aryl halides and arylboronic acids

An efficient, convenient and novel method for the selective mono N-arylation of primary O-alkyl thiocarbamates and primary O-alkyl carbamates with aryl halides and arylboronic acids in the presence of a recyclable magnetic Cu(ii) nanocatalyst is described. A variety of mono N-arylated O-alkyl thiocarbamates and O-alkyl carbamates were prepared in good to excellent yields with a broad range of aryl coupling partners. The magnetic nanocatalyst can be easily recovered with an external magnetic field and reused at least five times without noticeable leaching or loss of its catalytic activity. This cost-effective and eco-friendly methodology has some other advantages, such as easy preparation of the catalyst, simple workup procedure, and easy purification, which makes this protocol interesting for the users in various fields of pharmacology and biotechnology systems.

Investigations into the carbonic anhydrase inhibition of COS-releasing donor core motifs

Carbonyl sulfide (COS) releasing scaffolds are gaining popularity as hydrogen sulfide (H2S) donors through exploitation of the carbonic anhydrase (CA)-mediated hydrolysis of COS to H2S. The majority of compounds in this emerging class of donors undergo triggerable decomposition (often referred to as self-immolation) to release COS, and a handful of different COS-releasing structures have been reported. One benefit of this donation strategy is that numerous caged COS-containing core motifs are possible and are poised for development into self-immolative COS/H2S donors. Because the intermediate release of COS en route to H2S donation requires CA, it is important that the COS donor motifs do not inhibit CA directly. In this work, we investigate the cytotoxicity and CA inhibition properties of different caged COS donor cores, as well as caged CO2 and CS2 motifs and non-self-immolative control compounds. None of the compounds investigated exhibited significant cytotoxicity or enhanced cell proliferation at concentrations up to 100 μM in A549 cells, but we identified four core structures that function as CA inhibitors, thus providing a roadmap for the future development of self-immolative COS/H2S donor motifs.

Photochemical Isomerization of O-Allyl and O-But-3-enyl Thiocarbamates

The photochemistry of O-allyl and O-but-3-enyl thiocarbamates has been studied.Photolysis of benzene solutions of O-allyl N-phenylthiocarbamates gave S-allyl N-phenylthiocarbamates.The 1,3-allyl migration from the oxygen to the sulfur involves a concerted process.The same type of 1,3-migration took place in the conversion of O-benzyl N-phenylthiocarbamate into S-benzyl N-phenylthiocarbamate.Irradiation of O-but-3-enylthiocarbamates produced iminooxolanes via aminothietane intermediates.In the case of O-but-3-enyl N-benzoyl-N-phenylthiocarbamates, 3-(benzoylmethyl)-2-phenyliminooxolanes were obtained via a ring opening of the aminothietanes involving a 1,5-benzoyl shift.

An efficient organotin (IV) catalyst towards the syntheses of thiourethanes

Dibenzyltin(IV) diacetate catalyses the reactions of phenyl isothiocyanate and various alcohols in refluxing benzene giving rise to the corresponding thiourethanes in excellent yields.