769922-58-9

Upstream product

• 98-98-6 2-Picolinic acid 
• 108-98-5 thiophenol 
• 1121-60-4 pyridine-2-carbaldehyde 
• 882-33-7 diphenyldisulfane 
• 29745-44-6 pyridine-2-carbonyl chloride 
• 109-06-8 α-picoline 
• 144223-29-0 1H-1,2,3-benzotriazol-1-yl(2-pyridinyl)methanone 

Downstream Products

• 15634-63-6 {PhSFe(CO)3}2 

Relevant academic research and scientific papers

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

Syntheses, crystal structures, and electrochemical studies of dinuclear coordination compounds with the Fe2(CO)6 core

Reaction of 2-C5H4?NCOSPh, generated from 2-C5H4NCO2H and PhSH in the presence of DCC, with Fe3(CO)12 affords (μ-κ2C,N-2-C5H4N)(μ-PhS)Fe2(CO)6 (1) and (μ-PhS)2Fe2(CO)6 (2). Reaction of (NC)2C=C(SMe)2, formed from NCCH2CN, CS2, and MeI in the presence of NaOH, with Fe3(CO)12 provides (μ-κ2C,S-(NC)2C=CSMe)(μ-MeS)Fe2(CO)6 (3) and (μ-MeS)2Fe2(CO)6 (4). All complexes have been fully characterized by EA, IR, 1H NMR, and 13C NMR spectroscopy and structurally determined by X-ray crystallography. In 1 and 3, the group attached to the bridging S is at the equatorial position. In 2, two phenyl groups are at equatorial positions. Two isomers of 4, ae-4?and ee-4,?can be separated by thin-layer chromatography. DFT calculations reveal that the Gibbs energy difference between ae-4 and ee-4 is ?2.17?kcal?mol?1 in THF and ?2.29?kcal?mol?1 in benzene, and the isomerization barrier between ae-4 and ee-4 is 14.92?kcal?mol?1 in THF and 16.84?kcal?mol?1 in benzene. All these results suggest that ae-4 is more stable than ee-4 in either THF or benzene, and the two isomers do not interconvert. Electrochemical studies of 1 and 3 demonstrate that using HOAc as a proton source 1 and 3 can catalyze H2 production.

Syntheses of thiol and selenol esters by oxidative coupling reaction of aldehydes with RYYR (Y = S, Se) under metal-free conditions

Thiol and selenol esters were synthesized by a direct oxidative coupling reaction of aldehydes with disulfides or diselenides in ethyl acetate under metal-free conditions. Among the oxidants examined, tert-butyl peroxide (TBP) was shown to give the best results. For the substrates with both electron-donating and electron-withdrawing substituents, the reaction proceeded smoothly and gave moderate to good yields. Compared with the previous method, the present route is very simple, atom-economical and environmentally friendly. This journal is the Partner Organisations 2014.

The methyl group as a source of structural diversity in heterocyclic chemistry: Side chain functionalization of picolines and related heterocycles

(Chemical Equation Presented) The reaction of 2-picoline at the methyl group with NDA and KDA followed by dimethyldisulfide trapping furnished, respectively, dithioacetals and trithioortho esters with high selectivity. The method was successfully applied to other methyl-substituted pyridines, quinolines, and pyrazines. Dithioketals were prepared by a one-pot procedure involving the reaction of metalated 2-picoline with 2 equiv of dimethyldisulfide followed by in situ trapping with a second electrophile. All of the generated thio-substituted compounds were efficiently transformed in presence of mercury salts or under oxidizing conditions to other functional groups comprising aldehydes, ketones, ketals, thiol esters, orthoesters, and esters.

A new convenient preparation of thiol esters utilizing N-acylbenzotriazoles

Diverse thiol esters were synthesized in good to excellent yields (76-99%) by reactions of thiophenol, benzyl mercaptan, ethyl mercaptoacetate, and mercaptoacetic acid with N-acylbenzotriazoles under mild conditions. These results demonstrate the utility of N-acylbenzotriazoles as mild S-acylating agents, especially when the corresponding acid chlorides are not readily available.