Highly Substituted Isoxazoles: The Baylis-Hillman reaction of substituted 4-isoxazolecarbaldehydes and attempted cyclization to isoxazole-annulated derivatives

In an attempt to understand the effect of position of the formyl group on the efficiency of Baylis-Hillman reaction within isoxazolecarboxaldehydes, the reactions of substituted 4-isoxazolecarboxaldehydes to obtain highly substituted isoxazoles are described. Attempts to obtain isoxazole-annealed derivatives from these Baylis-Hillman adducts involving SNR’-SNAr substitu-tion strategy are also described.

Baylis-Hillman reaction assisted parallel synthesis of 3, 5-disubstituted isoxazoles and their in vivo bioevaluation as antithrombotic agents

The solution phase parallel synthesis involving reactions of Baylis-Hillman products of 3-substituted-5-isoxazolecarbaldehydes with nucleophiles and their in vivo antithrombotic evaluations are described along with the results of in vitro platelet aggregation inhibition assay of a few compounds. Results of the detailed evaluation of one of the compounds as an inhibitor of platelet aggregation are also presented.

Interesting results of catalytic hydrogenation of 3-(2-nitrophenyl)-isoxazoles and 3-(nitro-substituted-phenyl)-2-isoxazolines

The Pd-C-assisted hydrogenolysis of substituted 3-(2-nitrophenyl)-isoxazoles, irrespective of substitution on the isoxa-zole ring, invariably leads to reduction of nitro to amino group with concomitant regiospecific ring closure to yield substituted 4-quinolinamines. In contrast similar hydrogenation of 3-(nitro substituted phenyl)-2-isoxazolines results in reduction of the nitro group only with conservation of isoxazoline ring to yield 3-(amino substituted phenyl)-2-isoxazolines.

Neighboring group effect: DBU-promoted ring transformation of substituted isoxazoles to substituted pyrroles

A novel DBU-promoted ring transformation of substituted isoxazoles to substituted pyrroles is described

Synthesis of 3,5-Disubstituted Isoxazoles and Isoxazolines in Deep Eutectic Solvents

The synthesis of different 3,5-disubstituted isoxazoles and related isoxazolines using choline chloride:urea as deep eutectic solvent (DES) in a one-pot three step reaction has been accomplished successfully. The use of highly nucleophilic functionalized DES did not affect the process where highly electrophilic reagents or intermediates are involved. The presence of DES showed to be essential since the reaction in absence of this media did not proceed. The DES media could be reused up to five times without a detrimental effect on the yield of the reaction. To exemplify the synthetic potential of this methodology, the reaction was scaled up to the gram scale without any noticeable problem. Finally, different isoxazoles were easily transformed into β-aminoenones.

Chemical modifications of natural triterpenes—glycyrrhetinic and boswellic acids: evaluation of their biological activity

Synthetic analogues of naturally occurring triterpenoids; glycyrrhetinic acid, arjunolic acid, and boswellic acids, by modification of A-ring with a cyano- and enone-functionality, have been reported. A novel method of synthesis of α-cyanoenones from isoxazoles is reported. Bioassays using primary mouse macrophages and tumor cell lines indicate potent anti-inflammatory and cytotoxic activities associated with cyano-enones of boswellic acid and glycyrrhetinic acid.

Efficient and Divergent Synthesis of Fully Substituted 1H-Pyrazoles and

Efficient and divergent one-pot synthesis of fully substituted 1H-pyrazoles and isoxazoles from cyclopropyl oximes based on reaction conditions selection is reported. Under Vilsmeier conditions (POCl3/DMF), substituted 1H-pyrazoles were synthesized from 1-carbamoyl, 1-oximyl cyclopropanes via sequential ring-opening, chlorovinylation, and intramolecular aza-cyclization. In the presence of POCl3/CH2Cl2, substituted isoxazoles were obtained from the cyclopropyl oximes via ring-opening and intramolecular nucleophilic vinylic substitution (SNV) reactions

Tolerância de híbridos de milho ao herbicida isoxaflutole

Objetivou-se com este trabalho avaliar a tolerância de híbridos de milho ao isoxaflutole e relacionar estudos de seletividade desse herbicida conduzidos em casa de vegetação com estudos desenvolvidos em campo. em casa de vegetação, o experimento foi conduzido no delineamento de blocos ao acaso, num arranjo fatorial de 23 x 3, sendo o primeiro fator constituído por híbridos de milho e o segundo por doses do herbicida (0, 60 e 120 g ha-1). Após a aplicação do herbicida, avaliou-se a massa seca de parte aérea das plantas. em campo, o experimento foi conduzido no delineamento de blocos ao acaso, em arranjo fatorial de 5 x 3, em que os fatores foram constituídos por cinco híbridos de milho, selecionados a partir dos resultados em casa de vegetação, e três doses herbicidas (0, 60 e 120 g ha-1). Após a aplicação do herbicida, foram avaliados o crescimento e a produtividade dos híbridos. Por meio dos resultados obtidos em casa de vegetação, foi possível agrupar os híbridos em diferentes níveis de tolerância ao herbicida. Com relação à produtividade de grãos, não foi constatada interação significativa entre os híbridos e as doses herbicidas. No entanto, na média de todos os híbridos avaliados, houve efeito negativo do isoxaflutole na dose de 120 g ha-1 sobre a produtividade do milho. Assim, ao avaliar a seletividade do isoxaflutole em híbridos de milho, é necessária a etapa de campo para verificar se os tratamentos herbicidas têm influência sobre a produtividade de grãos.