35665-87-3

Upstream product

• 100-02-7 4-nitro-phenol 
• 471-25-0 Propiolic acid 

Downstream Products

• 853268-93-6 3-(benzoyl)-1-(4-nitrophenoxycarbonyl)-7-pyridin-4-ylindolizine 
• 853268-94-7 3-(4-methylbenzoyl)-1-(4-nitrophenoxycarbonyl)-7-pyridin-4-ylindolizine 
• 853268-96-9 3-(4-chlorobenzoyl)-1-(4-nitrophenoxycarbonyl)-7-pyridin-4-ylindolizine 
• 853268-95-8 3-(4-methoxybenzoyl)-1-(4-nitrophenoxycarbonyl)-7-pyridin-4-ylindolizine 
• 872713-19-4 3-(trifluoroacetonyl)-7-(pyridin-4-yl)-1-(4-nitrophenylcarbonyl)indolizine 
• 1044286-66-9 N-methyl-4-(1-(4-nitro-phenoxycarbonyl)-3-benzoyl-indolizin-7-yl)-pyridinium iodide 
• 1044286-67-0 N-methyl-4-(1-(4-nitro-phenoxycarbonyl)-3-(para-methoxy-benzoyl)-indolizin-7-yl)-pyridinium iodide 
• 1044286-68-1 N-methyl-4-(1-(4-nitro-phenoxycarbonyl)-3-(para-nitro-benzoyl)-indolizin-7-yl)-pyridinium iodide 
• 1262850-11-2 (1-anthracen-9-ylmethyl-1H-[1,2,3]triazol-4-yl)-(4-nitrophenyl)-methanone 
• 1622071-45-7 4-nitrophenyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate 

Relevant academic research and scientific papers

Gold(I)-Catalyzed Intramolecular Hydroarylation of Phenol-Derived Propiolates and Certain Related Ethers as a Route to Selectively Functionalized Coumarins and 2 H-Chromenes

Methods are reported for the efficient assembly of a series of phenol-derived propiolates, including the parent system 56, and their Au(I)-catalyzed cyclization (intramolecular hydroarylation) to give the corresponding coumarins (e.g., 1). Simple syntheses of natural products such as ayapin (144) and scoparone (145) have been realized by such means, and the first of these subject to single-crystal X-ray analysis. A related process is described for the conversion of propargyl ethers such as 156 into the isomeric 2H-chromene precocene I (159), a naturally occurring inhibitor of juvenile hormone biosynthesis.

Postsynthetic modification of bacterial peptidoglycan using bioorthogonal n-acetylcysteamine analogs and peptidoglycan o-acetyltransferase B

Bacteria have the natural ability to install protective postsynthetic modifications onto its bacterial peptidoglycan (PG), the coat woven into bacterial cell wall. Peptidoglycan O-acetyltransferase B (PatB) catalyzes the O-acetylation of PG in Gram (-) bacteria, which AIDS in bacterial survival, as it prevents autolysins such as lysozyme from cleaving the PG. We explored the mechanistic details of PatB's acetylation function and determined that PatB has substrate specificity for bioorthgonal short N-acetyl cysteamine (SNAc) donors. A variety of functionality including azides and alkynes were installed on tri-N-acetylglucosamine (NAG)3, a PG mimic, as well as PG isolated from various Gram (+) and Gram (-) bacterial species. The bioorthogonal modifications protect the isolated PG against lysozyme degradation in vitro. We further demonstrate that this postsynthetic modification of PG can be extended to use click chemistry to fluorescently label the mature PG in whole bacterial cells of Bacillus subtilis. Modifying PG postsynthetically can aid in the development of antibiotics and immune modulators by expanding the understanding of how PG is processed by lytic enzymes.

Scope and limitations of the intermolecular furan-yne cyclization

Different types of alkynes were reacted with 2,5-disubstituted furans in order to evaluate the scope of the intermolecular furan-yne reaction. With ethynyl aryl ethers as starting materials, 2-phenoxy phenols were accessible in moderate to good yields. A different reaction mode was observed for alkynes bearing electron-withdrawing substituents. For these starting materials a cis-selective hydroarylation took place in an anti-Markovnikov fashion in excellent yields. 1,2-Diynes turned out to be suitable starting materials as well. Due to the second alkynyl moiety, after an initial phenol synthesis, a subsequent hydro-alkoxylation by the newly formed phenolic oxygen gives access to benzofurans in a tandem process.

How much does the hybridization of a carbon atom affect the transmission of the substituent effect on the chemical shift?

1H and 13C NMR spectra of aryl esters of propionic acid, acrylic acid, and propiolic acid were systematically examined to find out the substituent effect on the chemical shift. The values of the chemical shift of the carbonyl carbon showed an inverse correlation with the Hammett ?3 values, and the magnitude of the slope was the largest with the propiolates. The ?± carbons of acrylates and propiolates also showed an inverse correlation with much smaller values of the slopes than those of the carbonyl carbons; but those of the propionates showed absolutely no correlation. However, the ?2 carbons of acrylates and propiolates showed normal correlation with larger values of the slopes. The signs and the magnitudes of the slopes may be understood by the transmission of the substituent electronic effect through bonds as well as through space. The propiolyloxy group also showed a significantly large effect on the 13C chemical shift values of the benzene ring.

A PROCESS FOR THE PREPARATION OF RUFINAMIDE AND INTERMEDIATES THEREOF

Provided are processes for the preparation of rutinamide and compounds which are intermediate compounds used in the processes for the preparation of rutinamide. Rutinamide is an anticonvulsant drug that is used in combination with other antiepileptic medicaments for the treatment of a rare form of epilepsy, Lennox-Gastaut syndrome. Formula (I)

Synthesis and inclusion ability of anthracene appended β- cyclodextrins: Unexpected effect of triazole linker

A new fluorescent β-cyclodextrin has been synthesized by coupling an anthracene moiety to the cyclic oligosaccharide via click chemistry. The influence of the triazole spacer was compared to the simple amino and amido linkers. While a sensing ability toward adamantan-1-ol was observed with the latter two spacers, the absence of inclusion capacity prevents the triazole modified cyclodextrin from showing any fluorescence variations. The difference in the binding behaviors studied by Isothermal Titration Calorimetry, UV-vis and fluorescence spectroscopies, was highlighted by the NOESY NMR spectra of the modified cyclodextrins: whereas a free cavity was observed for the amino and amido linkers, an important obstruction was obtained in the case of the triazole.

A simple method for the preparation of substituted phenoxyacrylic acid phenyl esters

A simple and efficient synthesis of phenoxyacrylic acid phenyl esters via one pot esterification and Michael-type addition starting from propynoic acid and an excess of an appropriate phenol is described.