Suzuki-Miyaura coupling reaction of N-protected 4-iodopheyl alanine isoxazoles with arylboronic acids,catalyzed by palladium,efficiently produce benzyl-N-（4-bipheyl）-2-（3-methyl-5（E）-2-aryl-1-ethenyl-4-isoxazolyl...Suzuki-Miyaura coupling reaction of N-protected 4-iodopheyl alanine isoxazoles with arylboronic acids,catalyzed by palladium,efficiently produce benzyl-N-（4-bipheyl）-2-（3-methyl-5（E）-2-aryl-1-ethenyl-4-isoxazolyl）-amino-2-oxoethyl）carba- mates in good yields.This process is first of its kind to construct carbon-carbon bond formation having biaryl motif on amino acid linked isoxazole moiety.展开更多
A novel approach for the synthesis of trisubstituted isoxazoles from nitroenamines and aromatic aldehydes is developed. L-Proline/potassium carbonate system was employed to promote this process. The reaction underwent...A novel approach for the synthesis of trisubstituted isoxazoles from nitroenamines and aromatic aldehydes is developed. L-Proline/potassium carbonate system was employed to promote this process. The reaction underwent nucleophilic attack of nitroenamines to aromatic aldehydes, intramolecular denitration, tautomerization and elimination of H2O to furnish the target compounds.展开更多
An unprecedented copper nitrate-mediated bond cleavage of alkynes was developed for the modular synthesis of isoxazoles,where either C—S bond or C≡C triple bond was cleaved selectively.Substituents attached to the C...An unprecedented copper nitrate-mediated bond cleavage of alkynes was developed for the modular synthesis of isoxazoles,where either C—S bond or C≡C triple bond was cleaved selectively.Substituents attached to the C≡C triple bonds could differentiate the chemical bonds cleavage and reaction pathways disparately.Various transformations of products illustrate promising applications of the given protocols.展开更多
A Ru(Ⅲ)-catalyzed annulation reaction of 2-aminoaromatic aldehydes(ketones)and isoxazoles to afford diverse 3-cyanoquinolines has been developed.Notably,isoxazole acted as a cyclization reagent and nontoxic cyano sou...A Ru(Ⅲ)-catalyzed annulation reaction of 2-aminoaromatic aldehydes(ketones)and isoxazoles to afford diverse 3-cyanoquinolines has been developed.Notably,isoxazole acted as a cyclization reagent and nontoxic cyano source via N-O bond cleavage and fragmentation.Variously substituted(especially 6-or 7-substituted)quinolines could be easily afforded.This procedure features wide functional group compatibility,efficiency and avoiding toxic cyano source.Meanwhile,this protocol could be successfully applied to scale-up synthesis.Further chemical transformations of 3-cyanoquinoline could give some valuable skeletons,demonstrating its potential in synthetic application.展开更多
The 4 aryl 3,5 bis(methoxycarbonyl) 2 isoxazoline N oxides(nitrones)(a) in anhydrous DMF was refluxed for 3-4 hours and ten of 4 aryl 3,5 bis(methoxycarbonyl) 2 isoxazoles(b) were given with good yields(43%-81%) via t...The 4 aryl 3,5 bis(methoxycarbonyl) 2 isoxazoline N oxides(nitrones)(a) in anhydrous DMF was refluxed for 3-4 hours and ten of 4 aryl 3,5 bis(methoxycarbonyl) 2 isoxazoles(b) were given with good yields(43%-81%) via thermolysis. All of the 4 arylisoxazoles were identified with IR, \{ 1H NMR\}, \{ 13 C NMR\}, MS and elemental analysis. A novel and convenient synthetic method of 4 arylisoxazol was porvided.展开更多
文摘Suzuki-Miyaura coupling reaction of N-protected 4-iodopheyl alanine isoxazoles with arylboronic acids,catalyzed by palladium,efficiently produce benzyl-N-（4-bipheyl）-2-（3-methyl-5（E）-2-aryl-1-ethenyl-4-isoxazolyl）-amino-2-oxoethyl）carba- mates in good yields.This process is first of its kind to construct carbon-carbon bond formation having biaryl motif on amino acid linked isoxazole moiety.
文摘A novel approach for the synthesis of trisubstituted isoxazoles from nitroenamines and aromatic aldehydes is developed. L-Proline/potassium carbonate system was employed to promote this process. The reaction underwent nucleophilic attack of nitroenamines to aromatic aldehydes, intramolecular denitration, tautomerization and elimination of H2O to furnish the target compounds.
基金the National Natural Science Foundation of China(Nos.22171178,21871174 to B.X.)Innovation Program of Shanghai Municipal Education Commission(No.2019-01-07-00-09-E00008 to B.X.)for financial support+2 种基金The Sailing Program of Science and Technology Commission of Shanghai Municipality(22YF1413200 to M.G.)Young Talents Sailing Project(Shanghai University to M.G.)Shanghai Overseas Leading Talents Project(M.G.)are also appreciated.
文摘An unprecedented copper nitrate-mediated bond cleavage of alkynes was developed for the modular synthesis of isoxazoles,where either C—S bond or C≡C triple bond was cleaved selectively.Substituents attached to the C≡C triple bonds could differentiate the chemical bonds cleavage and reaction pathways disparately.Various transformations of products illustrate promising applications of the given protocols.
基金partial financial support from the National Key R&D Program of China(No.2016YFE0132600)Henan Center for Outstanding Overseas Scientists(No.GZS2020001)Key Scientific and Technological Project of Henan Province(No.212102311068)。
文摘A Ru(Ⅲ)-catalyzed annulation reaction of 2-aminoaromatic aldehydes(ketones)and isoxazoles to afford diverse 3-cyanoquinolines has been developed.Notably,isoxazole acted as a cyclization reagent and nontoxic cyano source via N-O bond cleavage and fragmentation.Variously substituted(especially 6-or 7-substituted)quinolines could be easily afforded.This procedure features wide functional group compatibility,efficiency and avoiding toxic cyano source.Meanwhile,this protocol could be successfully applied to scale-up synthesis.Further chemical transformations of 3-cyanoquinoline could give some valuable skeletons,demonstrating its potential in synthetic application.
文摘The 4 aryl 3,5 bis(methoxycarbonyl) 2 isoxazoline N oxides(nitrones)(a) in anhydrous DMF was refluxed for 3-4 hours and ten of 4 aryl 3,5 bis(methoxycarbonyl) 2 isoxazoles(b) were given with good yields(43%-81%) via thermolysis. All of the 4 arylisoxazoles were identified with IR, \{ 1H NMR\}, \{ 13 C NMR\}, MS and elemental analysis. A novel and convenient synthetic method of 4 arylisoxazol was porvided.
