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• 536-74-3 phenylacetylene 

Relevant academic research and scientific papers

Structural investigations of 5-hydroxy-4,5-dihydroisoxazoles

The X-ray diffraction data determined for eight 3-(R3), 4-(R4), 4,4-(R4/R4′) and/or 5-(R 5) 5-hydroxy-4,5-dihydroisoxazoles [where R3 = Ph, R 4/R4′ = H/H, R5 = CCl3 (1); R3 = 4-Br-C6H4, R4/R 4′ = H/H, R5 = CCl3 (2); R3 = thien-2-yl, R4/R4' = H/H, R5 = CCl3 (3); R3 = Ph, R4 = Ph, R4' = OH, R5 = Me (4); R3 = Me, R4/R4′ = N-OH, R 5 = Me (5); R3 = CF3, R4/R 4' = H/H, R5 = CMe2CH2OH (6); R 3 = H, R4 = 4-I-C6H4, R4' = H, R5 = 4-I-C6H4 (7); R3/R 4 = -(CH2)3-, R4′ = H, R 5 = CF2CF2H (8);] are discussed. The crystalline structure of compounds 1-3 is described for the first time and crystalline structure of compounds 4-8 has already been described in literature. It was found that the supramolecular auto-organization of 1-8 is characterized by hydrogen bonds invariably involving the hemiacetal hydroxyl group. Compound 5 is the only exception, where the hydroxyl oxime group is the participant in the hydrogen bond. Compounds 4 and 8 present intermolecular contact between the hydroxyl group of the hemiacetal and the nitrogen atom of the 4,5-dihydroisoxazole ring. Compound 7 presents similar interaction, where the hydroxyl contact is with the oxygen atom of the 4,5-dihydroisoxazole ring. Moreover, the crystal structure of compound 6 was stabilized by O-H?O interaction between the hydroxyl group of hemiacetal and the hydroxyl group of the alcohol function attached at the 5-position of 4,5-dihydroisoxazole. The crystal structure of compounds 1-3, as described here for the first time, was similar to that of compounds 4 and 7, showing a hydrogen bond O(51)-H(51)?N(2) between the hydroxyl group and the nitrogen atom of the isoxazoline ring. This means that the crystal structure of these compounds was governed by hydrogen bonds O-H?N, involving the hydroxyl of the hemiacetal group and the nitrogen atom of the 4,5-dihydroisoxazole ring. This interaction is relatively robust, showing a pattern in the crystal packing. Compounds 1-3 also have their crystal stabilized by more weak interactions of type Cl?Cl, involving the chlorine atom of the trichloromethyl group.

Synthesis in water and antimicrobial activity of 5-trichloromethyl-4,5- dihydroisoxazoles

Two series of 5-trichloromethylisoxazoles were synthesized from the cyclocondensation of 1,1,1-trichloro-4-methoxy-3-alken-2-ones [Cl 3CC(O)C(R2) = C(R1)O Me, where R1 = H, Me, Et, Pr, iso-Pr, cyclo-Pr, Bu, terc

Microwave assisted synthesis of 5-hydroxy-5-trichloromethyl-4,5-dihydroisoxazoles

A series of 13 5-hydroxy-5-trichloromethyl-4,5-dihydroisoxazoles have been synthesized in 78-96% yield by environmentally benign microwave induced techniques involving the cyclocondensation of 4-alkoxy-1,1,1-trichloro-3-alken-2-ones [CCl3C(O)C(

Microwave-assisted synthesis and antimicrobial activity of 5-trihalomethyl-3-arylisoxazoles

A series of twelve 5-trihalomethyl-3-arylisoxazoles was synthesized and screened for antibacterial and antifungal activities. The compounds were synthesized from the cyclondensation of 1,1,1-trihalo-4-alkoxy-3-alken-2-ones [CX 3C(O)C(R 2/

Synthesis and structure of new trichloromethyl-β-diketones - 5-Trichloromethylisoxazole and 5-isoxazolecarboxylic acid derivatives

An improved method for the synthesis of a new series of trichloromethyl-β-diketones including 1,1,1-trichloropentan-2,4-dione (2a), 1,1,1-trichloro-3-methylhexan-2,4-dione (2b), 4,4,4-trichloro-1-phenylbutan-1, 3-dione (2c), 4,4,4-trichloro-2-methyl-1-phenylbutan-1,3-dione (2d), 2-trichloroacetylcyclohexanone (2e), 4-tert-butylcyclohexanone (2f), 4-tert-butylcycloheptanone (2g), and 4-tert-butylcyclooctanone (2h) is reported. A multinuclear NMR study showed that β-dicarbonyl compounds 2b and 2d-2h are predominantly in the keto form and 2a and 2c are in the enol form. The trichloromethyl-β-diketones react with hydroxylamine hydrochloride leading to three sets of isoxazole derivatives.

Synthesis of new halo-containing acetylenes and their application to the synthesis of azoles

The convenient synthesis of ten halo- and an isoxazole-containing acetylenes from the reaction of acetylenes with n-butyl lithium and subsequent reaction with an electrophile agent (ethyl trichloroacetate, ethyl dichloroacetate, trifluoroacetic anhydride,

Haloacetylated Enol Ethers. 7 [7]. Synthesis of 3-Aryl-5-trihalomethylisoxazoles and 3-Aryl-5-hydroxy-5-trihalomethyl-4,5-dihydroisoxazoles

β-Aryl-β-methoxyvinyl trihalomethyl ketones 1a-g, 2a-g [aryl = p-YC6H4 where Y= H, Me, OMe, F, Cl, Br, NO2] are cyclocondensed with hydroxylamine hydrochloride to afford the 3-aryl-5-hydroxy-5-trihalomethyl-4,5-dihydroisox