75143-79-2Relevant academic research and scientific papers
Phosphine-Catalyzed [3 + 2] Annulation of Morita-Baylis-Hillman Carbonates with Isoxazole-Based Alkenes
Liao, Jianning,Dong, Jipan,Xu, Jiaqing,Wang, Wei,Wu, Yongjun,Hou, Yuxia,Guo, Hongchao
supporting information, p. 2090 - 2099 (2021/02/05)
A phosphine-catalyzed [3 + 2] annulation of Morita-Baylis-Hillman (MBH) carbonates with 3-methyl-4-nitro-5-styrylisoxazoles has been developed to afford various multifunctional isoxazoles in moderate to good yields with moderate to excellent diastereoselectivities. With a spirocyclic chiral phosphine as the catalyst, up to 89% ee was obtained.
An efficient solvent-free synthesis of 3-methyl-4-nitro-5-styrylisoxazoles using solid nano-titania
Dwivedi, Kartikey Dhar,Marri, Sameer Reddy,Nandigama, Satish Kumar,Chowhan, Raju L
, (2018/09/13)
Abstract: An efficient and solvent-free procedure for the synthesis of 3-methyl-4-nitro-5-styrylisoxazoles using nano-titania as solid support and recyclable catalyst is presented. This method provides clean, simple, solvent-free and useful alternative to
One-pot synthesis of functionalized isoxazole-thiolane hybrids via Knoevenagel condensation and domino sulfa-1,6-Michael/intramolecular vinylogous Henry reactions
Nagaraju, Sakkani,Satyanarayana, Neeli,Paplal, Banoth,Vasu, Anuji K.,Kanvah, Sriram,Sridhar, Balasubramanian,Sripadi, Prabhakar,Kashinath, Dhurke
, p. 94474 - 94478 (2015/11/17)
One-pot synthesis of highly functionalized tetrahydrothiophene (thiolane) derivatives conjugated with biologically useful isooxazole are reported via the Knoevenagel condensation followed by domino sulfa-1,6-Michael/intramolecular vinylogous Henry reactio
Catalytic enantioselective addition of isocyanoacetate to 3-methyl-4-nitro-5-styrylisoxazoles under phase transfer catalysis conditions
Disetti, Paolo,Moccia, Maria,Salazar Illera, Diana,Suresh, Surisetti,Adamo, Mauro F. A.
supporting information, p. 10609 - 10612 (2015/11/17)
The reaction between 3-methyl-4-nitro-5-styrylisoxazoles and ethyl isocyanoacetate proceeded under phase transfer catalysis to give enantioenriched monoadducts in high enantiomeric excess (up to 99% ee). The resulting adducts were subsequently cyclised to give 2,3-dihydropyrroles and substituted pyrrolidines in identical high ees and as a single diastereoisomer.
Organocatalyzed asymmetric vinylogous Michael addition of α,β-unsaturated γ-butyrolactam
Zhang, Jinlong,Liu, Xihong,Ma, Xiaojuan,Wang, Rui
supporting information, p. 9329 - 9331 (2013/10/01)
Highly efficient asymmetric vinylogous 1,6-Michael addition of α,β-unsaturated γ-butyrolactam to 3-methyl-4-nitro-5-alkenyl- isoxazoles and Michael addition to trichloromethyl ketones by using a chiral quinine-derived squaramide organocatalyst were described, giving products with high diastereo- and enantioselectivities (up to >25:1 dr and 96% ee).
Studies on the reactivity of 3-methyl-4-nitro-5-styrylisoxazoles with S-nucleophiles
Bruschi, Simone,Moccia, Maria,Adamo, Mauro F.A.
experimental part, p. 3602 - 3604 (2011/07/31)
We have investigated the reactivity of 3-methyl-4-nitro-5-styrylisoxazoles with S-nucleophiles. This study revealed that the title compounds were optimal Michael acceptors toward thiols. A procedure was also established to prepare isoxazole-containing sul
Trifluoromethylation of aromatic isoxazoles: Regio- and diastereoselective route to 5-trifluoromethyl-2-isoxazolines
Kawai, Hiroyuki,Tachi, Kentaro,Tokunaga, Etsuko,Shiro, Motoo,Shibata, Norio
supporting information; experimental part, p. 7803 - 7806 (2011/10/05)
It all adds up: The activation of aromatic isoxazoles with a nitro group at the 4-position has enabled the first regio- and diastereoselective trifluoromethylation at the 5-position of isoxazoles by nucleophilic addition using Me3SiCF3 (see scheme; DMF=N,N′- dimethylformamide). The process was demonstrated with a broad range of 3,5-aromatic, heteroaromatic and aliphatic substrates.
A fast and highly efficient protocol for synthesis of pyrrolo[2,3-d] isoxazoles and a new series of novel benzyl bis-pyrrolo[2,3-d]isoxazoles using task-specific ionic liquids as catalyst and green solvent
Rajanarendar, Eligeti,Raju, Samala,Siva Rami Reddy, Atthunuri,Govardhan Reddy, Kundur,Nagi Reddy, Modugu
experimental part, p. 833 - 839 (2010/09/05)
We report a mild, fast, highly efficient and eco-friendly protocol for the green synthesis of pyrrolo[2,3-d]isoxazoles and a new series of novel benzyl bis-pyrrolo[2,3-d]isoxazoles from nitro styrylisoxazoles in SnCl 2-ionic liquid by reductive
Multi-component synthesis of methylene bis isoxazolo[4,5-b]-pyridine-N- oxides
Rajanarendar,Nagi Reddy,Rama Murthy
experimental part, p. 927 - 930 (2011/11/12)
A three component one-pot protocol was investigated for the synthesis of methylene bis isoxazolo[4,5-b]-pyridine-N-oxides from commercially available materials.
Michael additions on isoxazole derivatives under solvent-free conditions
Rajanarendar,Ramesh,Karunakar
, p. 1994 - 1996 (2007/10/03)
Knoevenagel condensation of 3,5-dimethyl-4-nitro-isoxazole 1 with aromatic aldehydes in solid state in the presence of piperidine gives 3-methyl-4-nitro-5-styryl-isoxazoles 2 in excellent yields within few minutes. Michael addition of active methylene com
