52764-31-5

Upstream product

• 623-11-0 1-methyl-4-nitrosobenzene 
• 77290-54-1 N-p-methoxybenzylydene-α-phenylglycine ethyl ester 
• 99-99-0 1-methyl-4-nitrobenzene 
• 123-11-5 4-methoxy-benzaldehyde 
• 623-10-9 N-(4-methylphenyl)hydroxylamine 

Downstream Products

• 60519-44-0 (4-methoxy-phenyl)-p-tolylimino-acetonitrile 
• 10205-84-2 2-(4-methoxyphenyl)-6-methylbenzo[d]oxazole 
• 10205-59-1 2-(4-methoxyphenyl)-6-methylbenzo[d]thiazole 
• 81724-82-5 N-benzoyl-N-(p-methoxybenzoyl)-p-methylphenylamine 
• 39192-94-4 N-(p-methylphenyl)-p-methoxybenzamide 
• 1069123-81-4 ethyl 5-methyl-2-phenyl-1H-indole-3-carboxylate 
• 5782-05-8 2,3-bis-(4-methoxy-phenyl)-5-methyl-indole 
• 36804-50-9 5-methyl-2,3-diphenyl-indole 

Relevant academic research and scientific papers

Influence of the side-group at C=N bridging bond of bis-aryl Schiff bases on the wavelength of absorption maximum of ultraviolet absorption spectra

The compounds N-(benzylidene)-anilines XArCH=NArY (XBAY), N-(phenyl-ethylene)-anilines XArC(CH3)=NArY (XPEAY) and N-phenyl-α-phenylnitrones XArCH=N(O)ArY (XPNY) have bridging group CH=N, C(CH3)=N and CH=N(O) respectively, in which the C(CH3)=N has a side-group methyl CH3 at carbon end and the CH=N(O) has a side-group O atom at nitrogen end. In this work, a series of XPEAY and XPNY were synthesized, and their longest wavelength maximum λmax (nm) of ultraviolet absorption spectra were measured. Then the change regularity of the νmax (cm-1, νmax=1/λmax) of XPEAY and XPNY were investigated, and they were compared with that of XBAY (reported by ref.26). The results indicate: (1) There are no good linear relationships between the νmax of XBAYs and XPEAYs or XPNYs. (2) In case of a same set of X-Y group couples, the distribution of λmax of XPEAYs is larger than that of XPNYs. (3) The side-group CH3 makes the effect of σ(X) larger than that of σ(Y) on the νmax of XPEAYs, whereas the O atom makes the effect of σ(Y) larger than that of σ(X) on the νmax of XPNYs. (4) The cross-interaction between X and Y has important effect on the all νmax. However, the cross-interaction between CH3 and X/Y has not important effect on the νmax of XPEAY, and the cross-interaction between O and X/Y has not important effect on the νmax of XPNY. Copyright

Rhodium-Catalyzed C-H Annulation of Nitrones with Alkynes: A Regiospecific Route to Unsymmetrical 2,3-Diaryl-Substituted Indoles

The direct C-H annulation of anilines or related compounds with internal alkynes provides straightforward access to 2,3-disubstituted indole products. However, this transformation proceeds with poor regioselectivity in the synthesis of unsymmetrically 2,3-diaryl substituted indoles. Herein, we report the rhodium(III)-catalyzed C-H annulation of nitrones with symmetrical diaryl alkynes as an alternative method to prepare 2,3-diaryl-substituted N-unprotected indoles with two different aryl groups. One of the aryl substituents is derived from N?C-aryl ring of the nitrone and the other from the alkyne substrate, thus providing the indole products with exclusive regioselectivity.

Exploiting microwave-assisted neat procedures: synthesis of N-aryl and N-alkylnitrones and their cycloaddition en route for isoxazolidines

Microwave irradiation allows increasing the speed of several reactions and also offers the possibility of eliminating poisoning organic solvents. In this work we report the microwave-assisted neat synthesis of α-phenyl-tert-butylnitrone (PBN) and other alkyl and aryl nitrones and also the rapid synthesis of isoxazolidines resulting from 1,3-dipolar cycloaddition of nitrones to ethyl trans-crotonate.

Synthesis of C, N-diaryl nitrones from the reduction of nitroarene with aromatic aldehydes promoted by metallic samarium

A mild and facile reduction of nitroarene with aromatic aldehydes promoted by metallic samarium to C, N-diaryl nitrones in moderate yields has been developed.

REACTIONS OF α-AMINOESTER IMINES WITH NITROSOBENZENE

Arylidene imines of α-aminoesters react with nitrosobenzene at room temperature yielding a diarylnitrone and a Z-diimine.Adecuate mechanistic scheme is postulated to account for the products formed.