128588-63-6

Upstream product

• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 586-37-8 1-(3-Methoxyphenyl)ethanone 
• 501-65-5 diphenyl acetylene 
• 16483-98-0 2,3-diphenyl-2H-azirine 
• 349537-50-4 N-(1-(3-methoxyphenyl)vinyl)acetamide 
• 122806-25-1 1-(3-methoxy-phenyl)-ethanone oxime 

Downstream Products

• 128588-65-8 2,3-Diphenyl-5-(3-methoxyphenyl)-4-nitrosopyrrole 

Relevant academic research and scientific papers

Iron-Catalyzed Radical Cycloaddition of 2H-Azirines and Enamides for the Synthesis of Pyrroles

A novel and efficient Fe-catalyzed radical cycloaddition of 2H-azirines and enamides for the synthesis of substituted pyrroles has been developed. The radical cycloaddition reaction proceeded through a conceptually new Fe(II)-catalyzed homolytic cleavage of C-N bond of 2H-azirines sequential radical cyclization with enamides. The reaction used readily available starting materials, tolerated various functional groups, and afforded valuable triaryl-substituted pyrroles in good to high yields under mild reaction conditions.

Rhodium-Catalyzed Oxidative Cycloaddition of N-tert-Butoxycarbonylhydrazones with Alkynes for the Synthesis of Functionalized Pyrroles via C(sp3)–H Bond Functionalization

A rhodium(III)-catalyzed cycloaddition of N-tert-butoxycarbonylhydrazones with internal alkynes was developed. The reaction features a regioselective α-imino alkyl C(sp3)?H bond functionalization resulting in selective formation of highly functionalized NH-free pyrroles. Our studies showed that utilizing the N-tert-butoxycarbonyl (N-Boc) as the oxidizing directing group is critical for achieving the observed pyrrole formation versus the isoquinoline formation. To account for the pyrrole formation, we hypothesized that a prior tautomerization of the N-Boc-hydrazones to enamines should occur, followed by regioselective C(sp2)–H cleavage to form a putative five-membered rhodacycle. Subsequent coupling of the rhodacycle with the alkynes would afford the pyrrole products. (Figure presented.).

ortho Effect on the Nitrosation of the 2,3-Diphenyl-5-(2-methoxyphenyl)pyrrole

A comparison of the behaviour on the nitrosation of the isomers 5-(2-methoxyphenyl)- (1a), 5-(3-methoxyphenyl)- (1b) and 5-(4-methoxyphenyl)-2,3-diphenylpyrroles (1c) carried out in the usual way with iso-amyl nitrite in a solution of sodium ethoxide in e