5-(3-Methoxyphenyl)-3-phenyl-1,2-oxazole

Abstract

In the title compound, C16H13NO2, the isoxazole ring makes dihedral angles of 17.1 (1)° with the 3-meth­oxy­phenyl ring and 15.2 (1)° with the phenyl group. Centrosymmetric dimers that are realised by pairs of C—H⋯π inter­actions are observed in the crystal structure.

Cycloisomerization of π‐Coupled Heteroatom Nucleophiles by Gold Catalysis: En Route to Regiochemically Defined Heterocycles

“…While mentioning about AuCl 3 catalyzed synthesis of isoxazoles, our research group also contributed for the construction of an array of isoxazoles and pyrazoles of biological importance [68,71,74–76,107] via 5‐ exo ‐ dig cycloisomerization of acetylenic oximes/hydrazones. Notably, isoxazole series synthesized from our strategy displayed significant antiproliferative activity against COLO320 adenocarcinoma colorectal cancer cell lines.…”

“…In the aforementioned context coupled with the research interest on gold catalysis, [62–79] I have recently reviewed several gold catalyzed regioselective reactions such as intermolecular addition, [80] cycloaddition, [81] molecular rearrangement [82] and C‐H bond functionalization [83] as well as the contributing factors for selectivity of those reactions. Likewise, the focus of this review is to overview the gold‐catalyzed regioselective cycloisomerization of different π‐molecules owning a nucleophilic handle.…”

Homogeneous Gold Catalysis for Regioselective Carbocyclization of Alkynyl Precursors

“…[35] Accordingly, it leaves a space for another review focusing exclusively on gold catalyzed regioselective cyclization between alkynes and a tethered nucleophilic carbon. As part of our continuing journey in gold catalyzed approaches [70][71][72][73][74][75][76][77][78][79][80][81][82][83][84][85][86][87][88] along with highlighting their regiochemical outcomes, [32][33][34][35][36] we herein disclose the regioselective carbocyclization of alkynyl precursors enabled by catalytic gold chemistry.…”

Gold catalyzed synthesis of tetrahydropyrimidines and octahydroquinazolines under ball milling conditions and evaluation of anticonvulsant potency

“…As part of our research interests on new synthetic methodologies for pharmacologically important molecules, [17][18][19][20][21][22][23][24][25][26][27][28][29][30][31][32] we have demonstrated the catalytic application of gold for the construction of various structurally challenging carboand heterocycles. [33][34][35][36][37][38][39][40][41][42][43][44][45][46][47][48] In order to circumvent the aforementioned limitations linked with the synthesis of dihydropyrimidines, coupled with our research interests in gold catalysis, we have now investigated the synthesis of both tetrahydropyrimidines and octahydroquinazolines under the catalytic influence of gold. Towards this end, we herein report an improved methodology for the solvent-free synthesis of tetrahydrohydropyrimidine / octahydroquinazoline derivatives under mechanochemical conditions in presence of Au(III) as catalyst.…”