82946-72-3

Upstream product

• 124-68-5 2-Amino-2-methyl-1-propanol 
• 500131-50-0 N,N-diethyl-α,α-difluoro-(meta-methylbenzyl)amine 
• 535-80-8 3-chlorobenzoate 
• 30093-99-3 4,4-dimethyl-2-oxazoline 
• 591-17-3 meta-bromotoluene 
• 99-04-7 m-Toluic acid 
• 1711-06-4 3-Methylbenzoyl chloride 
• 620-23-5 m-tolyl aldehyde 
• 625-95-6 3-Iodotoluene 
• 917-54-4 methyllithium 
• 80762-49-8 2-(m-chlorophenyl)-4,4-dimethyl-4,5-dihydrooxazole 
• 701923-86-6 3-Chloro-N-(2-hydroxy-1,1-dimethyl-ethyl)-benzamide 
• 618-46-2 m-Chlorobenzoyl chloride 
• 134-62-3 N,N-Diethyl-3-methylbenzamide 

Downstream Products

• 1386451-20-2 4,4-dimethyl-2-{5-methyl-2-[bis(trimethylsiloxy)(methyl)silyl]phenyl}-4,5-dihydrooxazole 
• 99-36-5 1-methoxycarbonyl-3-methylbenzene 

Relevant academic research and scientific papers

Nickel-catalyzed reductive defunctionalization of esters in the absence of an external reductant: Activation of C-O bonds

The nickel-catalyzed reductive cleavage of esters in the absence of an external reductant, which involves the cleavage of an inert acyl C-O bond in O-Alkyl esters is reported. Various groups, such as N-containing heterocycles, esters, amides, and even arene rings can function as a directing group.

Aerobic C(sp2)-H Hydroxylations of 2-Aryloxazolines: Fast Access to Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores

The direct hydroxylation of 2-aryloxazolines via a deprotonative magnesiation using TMPMgCl·LiCl and subsequent oxidation with molecular oxygen or air as a green oxidant is reported. This method proceeds under mild conditions at room temperature with high regioselectivity and chemoselectivity. The obtained phenols exhibit tunable luminescence properties, induced by excited-state intramolecular proton transfer. This method opens a new opportunity for the sustainable synthesis of luminescent organic molecules.

Palladium-catalyzed electrophilic C–H fluorination of arenes using oxazoline as a removable directing group

Dimethyloxazoline was rationally designed to act as a removable ortho-directing group (DG) for the palladium-catalyzed C–H electrophilic fluorination of arenes. Using NFSI as the fluorinating agent, and Pd(II), Ag(I) catalytic system, electrophilic C(sp2–H) ortho-fluorination took place on a variety of aryl substrates to afford the corresponding mono- and di-fluorinated products.

Photoinduced Copper-Catalyzed C-H Arylation at Room Temperature

Room-temperature azole C-H arylations were accomplished with inexpensive copper(I) compounds by means of photoinduced catalysis. The expedient copper catalysis set the stage for site-selective C-H arylations of non-aromatic oxazolines under mild reaction conditions, and provides step-economical access to the alkaloid natural products balsoxin and texamine. Copper light: Room-temperature C-H arylations of heteroarenes were accomplished with inexpensive copper compounds by photoinduced catalysis. The expedient copper catalysis leads to site-selective C-H arylations of non-aromatic oxazolines under mild reaction conditions, and provides step-economical access to the alkaloid natural products balsoxin and texamine.

C-H bond arylations and benzylations on oxazol(in)es with a palladium catalyst of a secondary phosphine oxide

An air-stable, well-defined palladium complex derived from secondary phosphine oxide (SPO) (1-Ad)2P(O)H enabled efficient C-H bond functionalizations with ample scope, which set the stage for direct arylations and benzylations of (benz)oxazoles, as well as unprecedented palladium-catalyzed C-H bond arylations on nonaromatic oxazolines.

METHOD FOR PRODUCING 2-OXAZOLINE ANALOGUE OR 1,3-OXAZINE ANALOGUE

The present invention is a method for producing a 2-oxazoline analogue or a 1,3-oxazine analogue represented by the following general formula (3) by reacting a 1,2-aminoalcohol compound or a 1,2-aminothiol compound with an α,α-dihaloamine compound. (In the formula, n represents 0 or 1, and R represents an oxygen atom or a sulfur atom. R1, R2 and R3 each represents an atom or a group shown in Group 1 to Group 3, and R° represents an atom or a group shown in Group 2 or Group 3. Two or more of R1, R2 and R3 may be bonded to each other to form a ring. Group 1: a hydrogen atom, a halogen atom, a nitro group, a cyano group, a formyl group, a carboxyl group, a sulfonyl group, a sulfinoyl group or a sulfenyl group; Group 2: an alkyl group, which may have an arbitrary substituent, an aryl group or an aralkyl group; and Group 3: an alkyl-substituted, aryl-substituted or aralkyl-substituted oxy group, a carbonyl group, an oxycarbonyl group, a carbonyloxy group, a thio group, a sulfonyl group, a sulfinoyl group or a sulfenyl group)

A facile synthesis of oxazolines, thiazolines, and imidazolines using α,α-difluoroalkylamines

β-Amino alcohols, β-amino thiols, and β-diamines can be converted to the corresponding oxazoline, thiazoline, and imidazoline derivatives, respectively, by reaction with α,α-difluoroalkylamines under mild conditions. The reaction is applicable for the synthesis of optically active heterocyclic compounds. Georg Thieme Verlag Stuttgart.

Tandem Additions of Cuprates to Benzynes. A Regioselective Synthesis of 3-Alkyl or Aryl-2-substituted Benzoic Acids

Organocuprates add to benzyne (2), generated in situ, to give regiospecific aromatic substitution products.

BENZYNE DERIVED FROM ARYLOXAZOLINES. A VERSATILE INTERMEDIATE.

The benzyne derived from m-chlorophenyl oxazoline adds nucleophiles regiospecifically producing m-substituted products.Electrophiles are also trapped furnishing 1,2,3-trisubstituted benzenes.