Zhang, Kun; Jelier, Benson; Passera, Alessandro; Jeschke, Gunnar; Katayev, Dmitry published the artcile< Synthetic Diversity from a Versatile and Radical Nitrating Reagent>, Product Details of C8H6ClNO2, the main research area is nitroalkene preparation diastereoselective regioselective chemoselective; alkene nitrosuccinimide nitration ruthenium photocatalyst; nitrohydrin preparation regioselective chemoselective; ketone alkene nitrosuccinimide nitration ruthenium photocatalyst; isoxazoline preparation regioselective chemoselective; nitrosuccinimide ketone alkene dipolar cycloaddition ruthenium photocatalyst; isoxazole preparation regioselective chemoselective; alkyne nitrosuccinimide ketone dipolar cycloaddition ruthenium photocatalyst; C−H nitration; alkenes; photoredox; radicals; reaction mechanisms.
A new methodol. was described for the activation of N-nitrosuccimide for the direct synthesis of β-nitroalkenes, β-nitrohydrins, β-nitroethers, isoxazolines I [R = Me, cyclopropyl; R1 = n-heptyl, Bn, CH2OPh; R2 = H, R1R2 = (CH2)4, (CH2)9, (CH2)10C(O)(CH2)3; R3 = H, Me] and isoxazoles II [R4 = CO2Et, CH2CH2Br, cyclohexyl, etc.]. Detailed mechanistic studies strongly suggested that a mesolytic N-N bond fragmentation liberates a nitryl radical. Using in situ photo-sensitized, ESR spectroscopy, direct evidence of a nitryl radical in solution by nitrone spin-trapping was observed To further exhibit versatility of N-nitrosuccinimide under photoredox conditions, the late-stage diversification of an extensive number of C-H partners to prepare isoxazolines I and isoxazoles II was presented. This approach allowed for the formation of an in situ nitrile oxide from a ketone partner, the presence of which was detected by the formation of the corresponding furoxan when conducted in the absence of a dipolarophile. This 1,3-dipolar cycloaddition with nitrile oxides and alkenes or alkynes proceeded in a single-operational step using a mild, regioselective and general protocol with broad chemoselectivity.
Chemistry – A European Journal published new progress about 1,3-Dipolar cycloaddition catalysts (regioselective). 5153-70-8 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H6ClNO2, Product Details of C8H6ClNO2.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics