73453-77-7

Upstream product

• 586-38-9 3-Methoxybenzoic acid 
• 1527-89-5 3-methoxybenzonitrile 
• 124-68-5 2-Amino-2-methyl-1-propanol 
• 229027-91-2 2-(2-Iodo-3-methoxyphenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole 
• 1066-54-2 trimethylsilylacetylene 
• 30093-99-3 4,4-dimethyl-2-oxazoline 
• 2398-37-0 3-methoxyphenyl bromide 
• 1711-05-3 m-anisoyl chloride 
• 78265-39-1 N-(1,1-Dimethyl-2-hydroxyethyl)-3-methoxy-benzamid 

Downstream Products

• 107977-64-0 2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-6-methoxy-benzoic acid 
• 107977-68-4 C₁₂⁽¹³⁾CH₁₅NO₄ 
• 63478-14-8 2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-6-methoxyaniline 
• 92592-41-1 1-(2-hydroxy-1,1-dimethylethylimino)-4-methoxy-3-phenyl-1,3-dihydro-2-benzofuran 
• 107977-84-4 2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-6-fluoro-benzoic acid methyl ester 
• 107977-65-1 2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-6-methoxy-benzoic acid methyl ester 
• 72623-17-7 2-(2-Methyl-3-methoxyphenyl)-4,4-dimethyl-2-oxazoline 
• 76513-53-6 2-(3-Methoxy-4-methyl-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole 
• 139177-23-4 [2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-6-methoxy-phenyl]-methanol 
• 229027-91-2 2-(2-Iodo-3-methoxyphenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole 
• 94930-46-8 3-hydroxy-7-fluoro-1(3H)-isobenzofuranone 
• 107977-85-5 2-Fluoro-6-(3,4,4-trimethyl-oxazolidin-2-yl)-benzoic acid methyl ester 
• 107977-67-3 2-Methoxy-6-(3,4,4-trimethyl-oxazolidin-2-yl)-benzoic acid methyl ester 
• 776255-12-0 2-(3-Methoxy-2-methoxycarbonyl-phenyl)-3,4,4-trimethyl-4,5-dihydro-oxazol-3-ium 

Relevant academic research and scientific papers

Preparation of Polyfunctionalized Aromatic Nitriles from Aryl Oxazolines

A selective ortho,ortho’-functionalization of readily available aryl oxazolines by two successive magnesiations with sBu2Mg in toluene followed by trapping reactions with electrophiles, such as (hetero)aryl iodides or bromides, iodine, tosyl cyanide, ethyl cyanoformate or allylic bromides (39 examples, 62–99 % yield) is reported. Treatment of these aryl oxazolines with excess oxalyl chloride and catalytic amounts of DMF (50 °C, 4 h) provided the corresponding nitriles (36 examples, 73–99 % yield). Conversions of these nitriles to valuable heterocycles are reported, and a tentative mechanism is proposed.

Secondary Phosphine Oxide Preligands for Palladium-Catalyzed C–H (Hetero)Arylations: Efficient Access to Pybox Ligands

C–H arylations of oxazolines were accomplished with a well-defined palladium catalyst derived from a secondary bisdiamantyl phosphine oxide. The single-component secondary phosphine oxide (SPO)-palladium complex enabled C–H activations with aryl bromides

CARBAMOYL-SUBSTITUTED SPIRO DERIVATIVE

A compound represented by, e.g. the formula (I): [wherein X, Y, Z, and W each independently represent optionally substituted methine; A, B, and D each independently represent -C(O)-, etc.; Q represents a methine or a nitrogen; and R represents the formula

Coupling reactions of ortho-substituted halobenzenes with alkynes. The synthesis of phenylacetylenes and symmetrical or unsymmetrical 1,2-diphenylacetylenes

The Pd- or Pd/Cu-catalyzed coupling reactions of halobenzenes bearing the methyl, hydroxymethyl, acetoxymethyl, methoxycarbonyl, or both methoxy and 4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl groups in the ortho-position with gaseous or metallated acetylene, (trialkylsilyl)acetylenes, and arylacetylenes have been systematically studied. Various functionalized aryl- or diarylacetylenes have been synthesized in good to excellent yields. Whereas additional fluoro, nitro, or methoxy group attached to the benzene ring does not interfere in the coupling reactions, the presence of a methoxycarbonyl requires a careful optimization of reaction conditions to achieve moderate yields.

A facile one stage synthesis of oxazolines under microwave irradiation

A rapid, high yielding procedure for the synthesis of 2-substituted oxazolines has been achieved under microwave irradiation from alkyl and aryl nitriles and β-amino alcohols using a mild Lewis acid catalyst.

BENZ-FUSED LACTONES I. SYNTHESIS OF 3-METHYL-1(3H)-ISOBENZOFURANONES

Unsubstituted and 3-alkyl substituted 1(3H)-isobenzofuranones are readily prepared in good yields via ortho-metallation of appropriate aromatics.

A NEW ROUTE TO 3-HYDROXYPHTHALIDES : APPLICATION TO THE SYNTHESIS OF RACEMIC DAUNOMYCINONE.

Lithiation (n-BuLi) of the (3'-methoxyphenyl) oxazoline (2a) occurs specifically at C2' and, following carboxylation (CO2/13CO2) and esterification, yields the phthalate derivative (e.g. 5a).Elaboration of the oxazoline-ring furnishes the related aldehyde

Chemistry of Aryloxazolines. Applications to the Synthesis of Lignan Lactone Derivatives

The syntheses of several lignan lactone derivatives using aryloxazolines as the pivotal intermediates have been investigated.Metalations on naphthyloxazolines followed by electrophilic addition gave one of the appropriate substituents, whereas methoxy dis

Synthesis of 8-Hydroxy- and 11-Hydroxy-7,12-dimethylbenzanthracenes. Tin(II) Chloride Mediated Reductions

8-Methoxybenzanthracene-7,12-dione (3) and 11-methoxybenzanthracene-7,12-dione (4) were converted in high yields to the corresponding 7,12-bis(epoxides) (14a and 14b) (not isolated because of instability) by treatment with the ylide formed from trimethylsulfonium iodide.Reduction with lithium aluminium hydride afforded 7,12-dihydro-7,12-dihydroxy-8-methoxy-7,12-dimethylbenzanthracene (5) and 7,12-dihydro-7,12-dihydroxy-11-methoxy-7,12-dimethylbenzanthracene (6), respectively, in excellent yields.Treatment of 5 and 6 with stannous chloride and hydrogen chloride (or hydrochloric acid) in ether, ethyl acetate, dioxane, and tetrahydrofuran gave over 90percent yields of 8-methoxy-7,12-dimethylbenzanthracene (1) and 11-methoxy-7,12-dimethylbenzanthracene (2), respectively.A discussion of the mechanism of these reductions focuses on the formation of an organotin intermediate and not a free carbenium ion.