93979-32-9

Upstream product

• 300-57-2 allylbenzene 
• 873-67-6 benzonitrile oxide 
• 622-42-4 1-nitro-1-phenylmethane 
• 108199-02-6 O-ethoxycarbonylbenzohydroximoyl chloride 
• 932-90-1 Benzaldoxime 
• 536-74-3 phenylacetylene 
• 17572-77-9 (3E)-1,4-diphenylbut-3-en-1-one 
• 108-86-1 bromobenzene 
• 68843-67-4 (E)-1-phenylbut-3-en-1-one oxime 
• 6249-80-5 1-phenylbut-3-en-1-one 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 591-50-4 iodobenzene 
• 1415965-68-2 C₁₆H₁₅NO 
• 74-86-2 acetylene 

Downstream Products

• 54322-84-8 3-hydroxy-1,4-diphenyl-butan-1-one 

Relevant academic research and scientific papers

Enantioselective Synthesis of Isoxazolines Enabled by Palladium-Catalyzed Carboetherification of Alkenyl Oximes

Reported here is a highly efficient Pd/Xiang-Phos catalyzed enantioselective carboetherification of alkenyl oximes with either aryl or alkenyl halides, delivering various chiral 3,5-disubstituted and 3,5,5-trisubstituted isoxazolines in good yields with u

Palladium(0)-mediated cyclization-coupling of β,γ-unsaturated oximes and aryl iodides

The tandem palladium(0)-mediated nucleometalation-cross coupling of β,γ-unsaturated oximes with aryl iodides has been shown to provide the expected 3,5-disubstituted 2-isoxazolines in acceptable yields (11-78%). The addition of a weak base is required for product formation. Some influence on the yield of the reaction is noted in the electronic character of the aryl iodide used in the reaction. Exploration of the substitution patterns on the reactants has led to a proposed mechanism involving a palladium(II)-catalyzed nucleometalation/cyclization followed by reductive elimination of palladium(0) with concomitant coupling to an arene.

An environmentally benign synthesis of isoxazolines and isoxazoles mediated by potassium chloride in water

An effective and environmentally benign procedure for the synthesis of isoxazolines and isoxazoles has been developed by a cycloaddition of nitrile oxides with alkenes or alkynes in water. In this approach, potassium chloride is first oxidized into chlorine in water by the environmentally friendly oxidant Oxone, then aldoximes are oxidized into nitrile oxides by the in situ generated hypochlorous acid, finally a 1,3-dipolar cycloaddition between nitrile oxides and alkenes or alkynes occurs to provide the corresponding isoxazolines and isoxazoles in good yields.

Hypervalent iodine-catalyzed cycloaddition of nitrile oxides to alkenes

A new and convenient method for preparation of isoxazolines was developed by a catalytic cycloaddition of nitrile oxides generated in situ from aldoximes to alkenes in the presence of a catalytic amount of iodobenzene. In this protocol, iodobenzene was fi

One-pot synthesis of isoxazolines from aldehydes catalyzed by iodobenzene

A convenient one-pot, three-step procedure for the synthesis of isoxazolines starting from aldehydes has been developed involving catalytic cycloaddition between nitrile oxides and alkenes, in which iodobenzene is used as the catalyst for the in situ generation of a hypervalent iodine intermediate. In this approach, the aldehydes are first transformed with hydroxylamine sulfate into aldoximes, which are then oxidized to nitrile oxides by the in situ generated hypervalent iodine intermediate; finally, a 1,3-dipolar cycloaddition between the nitrile oxides and alkenes occurs to provide the isoxazolines in moderate to good yields.

A one-pot approach to Δ2-isoxazolines from ketones and arylacetylenes

The sequential reaction of ketones with arylacetylenes and hydroxylamine in the presence of KOBut/DMSO followed by the treatment of the reaction mixture with H2O and KOH leads to Δ2-isoxazolines in up to 88% yield.

Hypoiodite mediated synthesis of isoxazolines from aldoximes and alkenes using catalytic KI and Oxone as the terminal oxidant

Isoxazolines can be efficiently synthesized in good yields via a hypoiodite mediated catalytic oxidative cyclization of aldoximes and alkenes. This reaction involves active iodine species generated in situ from catalytic amounts of KI and Oxone.

Hypervalent iodine catalyzed generation of nitrile oxides from oximes and their cycloaddition with alkenes or alkynes

Hypervalent iodine catalyzed oxidation of aldoximes using oxone as a terminal oxidant generates nitrile oxides, which react with alkenes and alkynes to give the corresponding isoxazolines and isoxazoles in moderate to good yields. This reaction involves active hypervalent iodine species formed in situ from catalytic iodoarene and oxone in the presence of hexafluoroisopropanol in aqueous methanol solution.

One-pot synthesis of 3-(E)-styrylpyrroles from (E)-styrylmethyl ketoximes and acetylene

(E)-Styrylmethyl ketoximes react with acetylene in KOH/DMSO superbase system (90 C, 1 h) to afford stereoselectively 3-(E)-styrylpyrroles.

NOVEL 4,5-DIHYDROISOXAZOLES WITH ESTROGENIC ACTIVITY

This invention relates to novel 4,5-dihydroisoxazoles of formula (I), to their use as estrogen receptor modulators, and to methods of their preparation.