16180-99-7

Upstream product

• 98-88-4 benzoyl chloride 
• 141-43-5 ethanolamine 
• 7646-66-4 N-benzoylaziridine 
• 613-31-0 9,10-dihydroanthracene 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 26385-07-9 N-(2-chloro-ethyl)-benzamide 
• 36926-15-5 N-(2-hydroxyethyl)benzothioamide 
• 936-61-8 Thiobenzoic acid O-ethyl ester 
• 206646-13-1 C₁₆H₁₅NO₂ 
• 18838-10-3 N-(2-hydroxyethyl)-benzamide 
• 17688-44-7 S-(benzoxazol-2-yl) thiobenzolate 
• 2902-69-4 2,2,2-trichloroacetophenone 
• 22950-57-8 diisopropyl benzoylphosphonate 

Downstream Products

• 2722-34-1 2-phenylthiazoline 
• 36926-15-5 N-(2-hydroxyethyl)benzothioamide 
• 7127-19-7 2-phenyl-1,3-oxazoline 
• 18838-10-3 N-(2-hydroxyethyl)-benzamide 
• 66867-07-0 2-phenyl-2,5-dihydrothiazole 

Relevant academic research and scientific papers

Microwave-Assisted Synthesis of 2-Substituted 2-Thiazolines and 5,6-Dihydro-4 H -1,3-thiazines

An efficient and general method for the synthesis of 2-substituted thiazolines and 5,6-dihydro-4 H -1,3-thiazines is developed via microwave-assisted ring closure of ω-thioamidoalcohols promoted by ethyl polyphosphate (PPE). The cyclization reaction involves an S N 2-type mechanism and features the advantages of very short reaction times, high yields and a predictable stereochemical outcome. The acyclic precursors are prepared in high overall yields by an improved diacylation-thionation-saponification sequence from commercially available ω-amino alcohols. The whole process is metal-free and operationally simple.

Synthesis, crystal structures and catalytic activities of new palladium(II)–bis(oxazoline) complexes

Palladium–bis(oxazoline) complexes (Pd-BOX-A and Pd-BOX-B) were synthesized and characterized by 1H, 13C NMR, IR and elemental analysis. The molecular structures of the complexes were confirmed by single-crystal X-ray analysis. In both cases, the palladium center is coordinated by the nitrogen atoms of the two oxazoline rings and two chloride ligands in a distorted square planar geometry. Despite the fact that the bis(oxazoline) ligand is achiral, the asymmetrical substitution on the phenyl spacer and the rigid backbone of the complex Pd-BOX-A induce inherent chirality and the compound crystallizes as a racemic mixture. Both complexes were found to be highly effective catalysts for Suzuki–Miyaura, Mizoroki–Heck and Sonogashira cross-coupling reactions. They also show excellent catalytic activities toward carbonylative coupling reactions.

Imidazole-catalyzed monoacylation of symmetrical diamines

Figure Presented. An imidazole-catalyzed protocol for monoacylation of symmetrical diamines has been developed. The protocol gave selective monoacylation of aliphatic (cyclic and acyclic) primary and secondary diamines. In the reaction, imidazole acts as both catalyst and a leaving group. Different monoacylated piperazines and other diamines were synthesized at room temperature in an ethanol/water solvent system.

Variable C2-symmetric analogues of N-hydroxyphthalimide as enantioselective catalysts for aerobic oxidation: Kinetic resolution of oxazolidines

(Chemical Equation Presented) Fast and selective: The aerobic oxidative ring opening of oxazolidine 1 in the presence of a catalytic amount of the chiral N-hydroxyphthalimide analogue 2 was accompanied by efficient kinetic resolution of the oxazolidine. T

Kinetic resolution of vic-amino alcohols catalyzed by a chiral Cu(II) complex

Kinetic resolution of N-benzoylated vic-amino alcohols was achieved by benzoylation in the presence of copper triflate and (R,R)-Ph-BOX as catalysts. The observed enantioselectivity was moderate to high. The method was applied to a kinetic resolution of r

Microwave-Promoted Transformations: Fast and Chemoselective N-Acylation of Amino Alcohols Using Catalytic Amounts of Dibutyltin Oxide. Influence of the Power Output and the Nature of the Acylating Agent on the Selectivity

The influence of the nature of the acylating agent and the power output on the chemoselectivity of the microwave-mediated acylation of 1,2- and 1,3-amino alcohols catalyzed by dibutyltin oxide has been studied.The method constitutes an efficient procedure for the selective N-acylation of amino alcohols.

Reductive Ring Opening of N-Benzoylaziridine by Anthracene Hydride (Anion of 9,10-Dihydroanthracene) via Base-Induced Fragmentation of the Intermediate Carbonyl Adduct

As previously reported reaction of anthracene hydride (AH-) or of its oxa analogue xanthenyl anion (X-), with N-benzoylaziridines 1a,b can result in amidoethylation (2a,b and 3a,b) of the carboanion, in reductive opening (4a,b) of the aziridine ring, and in attack on the carbonyl group of 1a,b.We now show with 1a that both the rate of ring opening and the amount of reductive opening are significantly enhanced by an excess of AH-Li+ while the initially formed (90percent) carbonyl adduct 6a survives with a defict of AH-Li+.Both effects due to carbanion excess are absent with X-Li+ but are much stronger with AH-Na+.These results point to a rapid process that is triggered off by deprotonation at position 10 of the carbonyl adduct 6.A concerted or subsequent homolytic fragmentation is proposed to generate the ketyl 5 of 1, followed by homolytic ring opening of 5 to yield the radical 12, which is reduced to the carbanion 14.The latter forms 4 by capturing a proton from dihydroantracene.Inaccessibility of reductive ring opening for a trialkylacetyl-activated aziridine is demonstrated again (18).

Water-Soluble Acylating Agents: Preparation of 2-Acylthio-1-alkylpyridinium Salts and Acylation of Phenols, Acids, and/or Amines with These Salts in an Aqueous Phase

Reaction of phenols, amines, and acids with 2-benzoylthio-1-methylpyridinium chloride prepared in situ from benzoyl chloride and 1-methyl-2(1H)-pyridinethione, afforded the corresponding benzoyl derivatives in good yields.In the reaction of p-nitrophenol, even catalytic amount of 1-methyl-2(1H)-pyridinethione proved to be effective.Similar reactions of p-nitrophenol with isobutyryl chloride and acetyl chloride in the presence of 1-methyl-2(1H)-pyridinethione afforded p-nitrophenyl isobutyrate and p-nitrophenyl acetate in 63 and 44percent yields, respectively. 2-Benzoylthio-, 2-acetylthio-, and 2-isobutyrylthio-1-ethylpyridinium tetrafluorobora tes were prepared by treatment of the corresponding 2-acylthiopyridines with triethyloxonium tetrafluoroborate.These pyridinium salts also acted as acylating agents in an aqueous phase. some competitive reactions of 2-aminoethanol and phenols with 2-benzoylthio-1-methylpyridinium chloride were also investigated.

THE USE OF 2,2,2-TRICHLORO-1-ARYLETHANONES AS BENZOYLATING AGENTS

The preparation of several amides and hydrazides from the reaction of the title compounds with different nitrogen nucleophiles is shown to be a general high-yield conversion of synthetic utility.