56377-57-2

Upstream product

• 108-98-5 thiophenol 
• 598-21-0 2-Bromoacetyl bromide 
• 22118-09-8 2-bromoacetyl chloride 
• 79-08-3 bromoacetic acid 

Downstream Products

• 71433-00-6 N-butyl(phenylsulfanyl)acetamide 
• 67532-83-6 S-phenyl α-iodothioacetate 
• 73818-39-0 (Triphenylphosphoranyliden)thioessigsaeure-S-phenylester 
• 144572-34-9 tert-butyl (2RS,E)-1-tert-butoxycarbonyl-3-(phenylthiocarbonyl-methylidene)-azetidine-2-carboxylate 
• 144572-41-8 tert-butyl (2RS,Z)-1-tert-butoxycarbonyl-3-(phenylthiocarbonyl-methylidene)-azetidine-2-carboxylate 

Relevant academic research and scientific papers

Post-synthetic functionalization of tryptophan protected peptide sequences through indole (C-2) photocatalytic alkylation

We report a selective, mild, and efficient C-H functionalization of tryptophan and tryptophan-containing peptides with activated α-bromo-carbonyl compounds under visible-light irradiation. The protocol efficiency is outlined by the wide substrate scope and excellent tolerance of sensitive functional groups present in the amino acid side chains. The method can be successfully extended to access pharmaco-peptide conjugate scaffolds.

Enantioselective Synthesis of 3,4-Dihydropyran-2-ones via Phase-Transfer-Catalyzed Addition-Cyclization of Acetylacetone to Cinnamic Thioesters

Herein, we present the first example of synthesis of 3,4-dihydropyran-2-ones from cinnamic thioesters via a stereoselective phase-transfer-catalyzed domino Michael-cyclization reaction with acetylacetone. The reaction proceeded under the catalysis of Cinchona-derived quaternary ammonium phenoxide that, in combination with inorganic bases, provided 3,4-dihydropyran-2-ones in yields of up to 93% and enantioselectivities of up to 88% enantiomeric excess.

Anti-analogs and its preparation and use

The invention relates to an antitoxin analogue as well as a preparation method and an application thereof and particularly discloses a novel antitoxin analogue. A structural formula of the novel antitoxin analogue is as shown in a formula I or formula II

Nickel-catalyzed, ligand-free, diastereoselective synthesis of 3-methyleneindan-1-ols

Nickel-catalyzed, highly diastereoselective annulations between activated allenes and 2-acetylarylboronic acid or 2-formylarylboronic acids are reported. No ligand for nickel is required, and the reactions proceed efficiently at room temperature to give a broad range of substituted 3-methyleneindan-1-ols. Preliminary results of an enantioselective variant are also described.

A kinetically controlled direct aldol addition of α-chloro thioesters via soft enolization

Herein we report that simple α-chloro thioesters undergo soft enolization and direct aldol addition to aldehydes in the presence of MgBr2·OEt2and i-Pr2NEt. At ?78?°C the reaction proceeds in a kinetically controlled manner

Multiplexing of combinatorial chemistry in antimycin biosynthesis: Expansion of molecular diversity and utility

Diversity-oriented biosynthesis of a library of antimycin-like compounds (380 altogether) was accomplished by using multiplex combinatorial biosynthesis. The core strategy depends on the use of combinatorial chemistry at different biosynthetic stages. This approach is applicable for the diversification of polyketides, nonribosomal peptides, and the hybrids that share a similar biosynthetic logic. Copyright

Direct carbon-carbon bond formation via soft enolization: Aldol addition of α-halogenated thioesters

α-Halo thioesters undergo soft enolization and syn-selective direct aldol addition to aldehydes in the presence of MgBr2·OEt 2 and i-Pr2NEt to produce α-halo-β-hydroxy thioesters.

Direct carbon-carbon bond formation via reductive soft enolization: A kinetically controlled syn-aldol addition of α-halo thioesters and enolizable aldehydes

The direct addition of enolizable aldehydes and α-halo thioesters to produce β-hydroxy thioesters enabled by reductive soft enolization is reported. The transformation is operationally simple and efficient and has the unusual feature of giving high syn-se

Highly enantio- and diastereoselective boron aldol reactions of α-heterosubstituted thioacetates with aldehydes and silyl imines

Boron enolates derived from α-heterosubstituted thioacetates and bearing menthone-derived chiral ligands react with aldehydes to give anti aldols with excellent diastero- and enantiocontrol. Boron enolates derived from tert-butyl α-halothioacetate and bearing menthone-derived chiral ligands react with imines with excellent diastero- and enantiocontrol to give syn α-halo-β-aminothioesters, which can be converted to the corresponding aziridines by simple ring closure during LAH reduction. A key precursor of antibiotics (+)-thiamphenicol and (-)-florfenicol was synthesized.

Cycloadditions, XXII Synthesis and Thermal Reaction of S-(Alkyl/Aryl)-2,3-butadienethioates

While the S-alkyl- or S-phenyl-2,3-butadienethioates 4a-c are synthesized via the usual "Wittig ylide way", the corresponding 2-methyl-2,3-butadienethioates 9a-d and the 2-methyl-4,4-diphenyl-2,3-butadienethioates 9e,f are obtained by condensation of the allenic acids 7a,b with the thiols and thiophenols 8 in the presence of dicyclohexylcarbodiimide (DCC) and a catalytic amount of 4-dimethylaminopyridine (DMAP).In contrast to N- or O-phenyl 2,3-butadienamides or -esters, resp., the phenyl derivatives of 4 and 9 do not undergo the intramolecular Diels-Alder reaction, but by heating, all representatives of 4 only decompose, while 9a-d and 9e,f rearrange to 3-alkyl(aryl)thio-2-cyclobuten-1-ones 12a-d and to 3-arylthio-1-naphthols 14a,b, resp.Heating of the cyclobutenone 12d in the presence of N-methylaniline furnishes the 2-butenanilide 16.On reacting 1-phenylthio-1-propyne 17 with diphenylketene 18, the diphenylacetate 19 is isolated, where the naphthol derivative 14 a represents the ester moiety. - Keywords: S-(Alkyl/Aryl)-2,3-butadienethioates, 3-Alkyl(aryl)thio-2-cyclobuten-1-ones, 3-Arylthio-1-naphthols