77790-76-2

Upstream product

• 698-16-8 benzohydroximoyl chloride 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 68843-68-5 (E)-3-methyl-1-phenylbut-3-en-1-one oxime 
• 68843-68-5 1-phenyl-3-methyl-but-3-en-1-one oxime 
• 23092-23-1 3-methyl-1-phenylbut-3-en-1-ol 
• 100-52-7 benzaldehyde 
• 912356-83-3 (Z)-3-methylhexa-3,5-dien-1-ol 
• 622-42-4 1-nitro-1-phenylmethane 
• 78-85-3 2-methylpropenal 

Downstream Products

• 1221447-73-9 4-amino-2-methyl-4-phenylbutane-1,2-diol 

Relevant academic research and scientific papers

Green organocatalytic synthesis of isoxazolines via a one-pot oxidation of allyloximes

A green, sustainable, organocatalytic, and efficient synthesis of isoxazolines from allyloximes was developed. A 2,2,2-trifluoroacetophenone-catalyzed oxidation of allyloximes, utilizing H2O2 as the green oxidant, was taken advantage of in order to introduce a cheap and environmentally friendly protocol for the synthesis of substituted isoxazolines. A variety of substitution patterns, both aromatic and aliphatic moieties, are well tolerated, leading to isoxazolines in moderate to excellent yields.

Catalytic Asymmetric Cycloadditions of Silyl Nitronates Bearing α-Aryl Group

1,3-Dipolar cycloadditions of 2-alkylacroleins or atropaldehyde with triisopropylsilyl nitronates bearing an α-aryl group produced 3-aryl-2-isoxazolines having a chiral quaternary center in up to 94% ee and up to 88% yield with the aid of Corey’s oxazaborolidine catalyst. Specifically, the TIPS nitronate with an α-(p-methoxyphenyl) group gave mainly the 2-isoxazolines having an all-carbon quaternary center.

Manganese-Promoted Oxidative Cyclization of Unsaturated Oximes Using Molecular Oxygen in Air under Ambient Conditions

A highly efficient manganese-promoted oxidative cyclization of unsaturated oximes to afford the corresponding 4,5-dihydroisoxazoline alcohols was developed. A very low loading (generally 0.1–0.2 mol-%) of Mn(acac)3(acac = acetylacetonate) promoted the oxidative cyclization through the direct incorporation of molecular oxygen present in air (open flask) at room temperature.

METHOD FOR PRODUCING 4,5-DIHYDROISOXAZOLE

PROBLEM TO BE SOLVED: To provide a method for producing 4,5-dihydroisoxazole derivatives useful as pharmaceutical and agrochemical intermediates at low production costs and under mild reaction conditions. SOLUTION: The present invention provides a method for producing a compound represented by formula (I) or formula (II), comprising a cyclization step of making a compound represented by formula (III) or formula (IV) react with oxygen in the air in the presence of a catalyst comprising manganese to obtain a cyclized product. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Organophotocatalytic Generation of N- and O-Centred Radicals Enables Aerobic Oxyamination and Dioxygenation of Alkenes

A cooperative TEMPO and photoredox catalytic strategy was applied for the first time to the direct conversion of N?H and O?H bonds into N- and O-centred radicals, enabling a general and selective oxidative radical oxyamination and dioxygenation of various

Catalytic Enantioselective 1,4-Iodofunctionalizations of Conjugated Dienes

The first catalytic enantioselective 1,4-iodofunctionalizations of conjugated dienes have been developed. Starting from β,γ,δ,ε-unsaturated oximes and 4-Ns hydrazones, these N-iodosuccinimide-mediated reactions are catalyzed by newly modified tertiary aminothiourea derivatives and furnish Δ2-isoxazoline and Δ2-pyrazoline derivatives, respectively, containing an (E)-allyl iodide group at the quaternary stereogenic center generally in high yield and with excellent enantioselectivity (up to 98.5:1.5 er).

Cobalt-catalyzed aerobic oxidative cyclization of β,γ- unsaturated oximes

Cobalt complex Co(nmp)2 can efficiently catalyze the aerobic oxidative 5-exo cyclization of β,γ-unsaturated oximes to afford isoxazolines. The key cyclization step involves the generation of carbon-centred radicals. The products are largely dep

Microwave accelerated cycloaddition reactions of nitrile oxides and allylic alcohols

The application of microwaves in promoting the cycloaddition reactions of allyl alcohols with nitrile oxides using a domestic microwave oven and a focused monomode microwave reactor have demonstrated that not only was the reaction time substantially reduced, but also the reaction yields were significantly improved over the conventional stirred reactions. Microwave irradiation alters the regioselectivity of the cycloaddition reaction which favors the non-hydrogen-bond directed cycloadduct, isoxazoline 4.

A strategic alternative to solid phase synthesis: Preparation of a small isoxazoline library by 'fluorous synthesis'

The preparation of a highly fluorinated silyl group and its use as a 'fluorous label' are described. Allyl and propargyl alcohols are rendered fluorous upon attachment to the fluorous label. Cycloaddition of the fluorous dipolarophiles to nitrile oxides provides the corresponding isoxazol(in)es which are purified by simple liquid-liquid extractions. After detachment of the label and renewed extraction, the organic isoxazol(in)es are obtained. This new fluorous methodology allows the preparation of isoxazol(in)es in high purities without using chromatography.