5866-68-2

Upstream product

• 15045-46-2 4-nitro-N-(2-oxo-1,2-diphenylethyl)benzamide 
• 121311-60-2 2-oxo-1,2-diphenylethyl-4-nitrobenzoate 
• 99-99-0 1-methyl-4-nitrobenzene 
• 441-38-3 benzoin oxime 
• 122-04-3 4-nitro-benzoyl chloride 
• 7409-30-5 p-nitrobenzylamine 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 885-75-6 2-amino-1,2-diphenyl-ethanone; hydrochloride 
• 532-28-5 (RS)-mandelonitrile 
• 98-80-6 phenylboronic acid 

Relevant academic research and scientific papers

Sonochemical synthesis of polyarylated oxazoles as potential cytotoxic agents

The ultrasound assisted facile, rapid and one-pot synthesis of 2-aryl substituted 4,5-diphenyloxazoles was achieved via the reaction of commercially available benzoin (or 2-hydroxy-2-phenylacetophenone) with benzylamines in the presence of IBX under mild conditions. The methodology involved initial IBX mediated conversion of benzoin to benzil and then reaction with benzylamine followed by intramolecular cyclization (C[sbnd]O bond formation) and finally aromatization in the presence of air in the same pot. The methodology afforded a variety of desired products that were assessed for their cytotoxic properties against a number of cancerous and a non-cancerous cell lines. Compounds 3h, 3n and 3o showed promising growth inhibition of these cell lines except the non-cancerous one and interactions with SIRT1 in silico as well as in vitro.

Divergent Palladium-Catalyzed Tandem Reaction of Cyanomethyl Benzoates with Arylboronic Acids: Synthesis of Oxazoles and Isocoumarins

A palladium-catalyzed tandem reaction of cyanomethyl benzoates with arylboronic acids has been achieved. Substitution at the 2-position of cyanomethyl benzoates was found to be crucial for the selective synthesis of oxazoles and isocoumarins. Cyanomethyl

ANTI-BIOFILM COMPOUNDS

The present invention provides non-peptide compounds of formula (I) wherein: X is -(C1-C8)allcyl-, aryl or -aryl(C1-C8)alkyl-; Y is -(C1-C8)alkyl- or absent; W is heteroaryl, (C3-C7)carbocycle or aryl, wherein any heteroaryl, (C3-C7)carbocycle or, aryl of W is optionally substituted with one or more (e.g. 1, 2, 3, 4 or 5) Z1 groups; R1 is (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl or aryl, wherein aryl is optionally substituted with one or more (e.g. 1, 2, 3, 4 or 5) groups selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, halo(C1-C3)alkyl, -CN, NO2, halogen, -ORa, -SRa, -S(O)2NRbRc, -NRbRc, -NRaCORd, -C(O)Ra, -C(O)ORa, and -C(O)NRbRc; R2 is (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)Jalkynyl or aryl, wherein aryl is optionally substituted with one or more (e.g. 1, 2, 3, 4 or 5) groups selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, halo(C1-C3)alkyl, -CN, NO2, halogen, -ORe, -SRe, -S(O)2NRfRg, -NRfRg -NReCORh, -C(O)Re, -C(O)ORe and -C(O)NRfRg; I that mimic the streptococcal; SspB Adherence Region (BAR) and function as inhibitors of P. gingivalis adherence to streptococci. The invention also provides methods of making and using the inhibitors.

Addition-cyclization reactions of alkylidene phosphoranes with ∝-benzoinoxime

Treatment of ∝-benzoinoxime (4) with stable phosphorus ylides 5a,bin dioxane gives oxazolines 8a,b, oxazinone-19 and hydroxyfuran 22, whereas in benzene besides 8a,b, the isoquinoline 16 is obtained. Performing the reaction of 4 and 5a,b in toluene, besides 8a,b, the oxazole 10a and the oxazines 12a,b are obtained. Compound 4, on treatment with a phosphonium salt of the semi-stabilized allylic ylide 23a affords 1-hydroxypyrrole 25a and 2-hydroxy isoquinolidene 27, while with phosphonium salts of the reactive ylides 23b,c gives the imines 29a,b along with the ylides 31 or 33, respectively.

Synthesis, structure, and photophysical properties of polyarylated imidazoles and oxazoles

23 tetraphenylimidazoles 1,2 and 11 triphenyl-oxazoles 4,5 with amino, nitro, methoxy, hydroxy, or halogeno substituants chiefly in the para position were prepared. The absorption and fluorescence emission properties were investigated in ethanolic solution. The effects of the substituents in 1,2 on the spectral shifts show that the arrangement of the phenyl rings in 1 position is not coplanar in relation to the heterocycle whereas the phenyl rings in 2 position are more coplanar. The spectral changes of compound 2a in solvents of various polarity (dielectric constants 2,02-47,24) are almost negligible. The Stokes shift is moderately increased. A remarkable increase in the fluorescence quantum yield is observed by chlorine substitution in phenyl ring 2.

CHLORSULFONATION OF N-PHENYLMORPHOLINE, BENZOTHIAZOLE, 2-METHYLBENZOTHIAZOLE AND TRIPHENYLOXAZOLE

N-Phenylmorpholine (1) reacted with chlorosulfonic acid to give the p-sulfonyl chloride (2), which was characterized as the sulfonamides (3-5).Benzothiazole (6) was converted into the sulfonyl chloride (7) by sequential treatment with hot chlorosulfonic acid and thionyl chloride.Reaction of (7) with amines afforded the derivatives (8-10); NMR spectral analysis of the dimethylamide (8) indicated that it was a mixture of the 4- and 7-isomers.Chlorosulfonation of 2-methylbenzothiazole (11) was achieved by heating with chlorosulfonic acid with or without thionyl chloride.The chloride (12) was converted into amides (13-19).Study of the NMR spectra indicated that mixtures of the 5- and 6-isomers were formed. 2,4,5-Triphenyloxazole (20) reacted with chlorosulfonic acid to give either the mono-(21), bis (23) or bis-tris sulfonylchlorides (23, 34); these were converted into 14 sulfonamides. 2-(p-Nitrophenyl)-4,5-diphenyloxazole (41) reacted with hot chlorosulfonic acid to give the bis-sulfonyl chloride (42), characterized as the dimethylsulfonamide (43).Attempts to form the pure monosulfonyl chloride and to mono nitrate 2,4,5-triphenyloxazole (20) were unsuccessful.Key words: N-Phenylmorpholine; benzothiazole; 2-methylbenzothiazole; triphenyloxazole; chlorosulfonation