75681-30-0

Upstream product

• 100-61-8 N-methylaniline 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 75681-35-5 2-(N-methylanilino)indan-1-one 
• 75681-34-4 N/methyl-N-phenylaminomethyl 2-naphthyl ketone 
• 172984-02-0 N-(2-iodoanilinomethyl)succinimide 
• 57056-93-6 N-methyl-2-iodoaniline 
• 172983-94-7 2-[(2-Iodo-phenyl)-methyl-amino]-1-(4-methoxy-phenyl)-ethanone 
• 79409-10-2 2-(Diphenyl-phosphinoyl)-1-(4-methoxy-phenyl)-2-(methyl-phenyl-amino)-ethanol 

Downstream Products

• 62082-46-6 3-(p-methoxyphenyl)-1-phenylazetidin-3-ol 
• 2513-64-6 1,3-diphenylimidazolidine 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 100-09-4 4-methoxybenzoic acid 
• 93-61-8 N-methyl-N-phenylformamide 
• 51206-77-0 3-(4-methoxyphenyl)-1-methyl-1H-indole 
• 130289-80-4 1-(1H-indol-3-yl)-2-(4-methoxyphenyl)ethane-1,2-dione 
• 1476035-08-1 1-(4-methoxyphenyl)-2-(2-phenyl-1H-indol-3-yl)ethane-1,2-dione 
• 86896-39-1 2-(4-methoxyphenyl)-N-methyl-2-oxo-N-phenylacetamide 
• 1017609-37-8 YWI₉₂ 

Relevant academic research and scientific papers

Construction of indole skeletons by sequential actions of sunlight and rhodium on α-aminoacetophenones

Indole skeletons were constructed from 2-(N-aryl-N-methylamino) acetophenones by the sequential actions of sunlight and a rhodium catalyst. This method presents an example of the direct use of sunlight in organic synthesis.

A NEW SYNTHESIS OF 3-SUBSTITUTED INDOLINES AND INDOLES

3-Phenyl- and 3-alkyl-3-hydroxyindolines were synthesized by intramolecular Barbier reaction of phenyl and alkyl N-(2-iodophenyl)-N-methylaminomethyl ketones with n-BuLi, which were easily prepared from N-methyl-2-iodoaniline and bromomethyl ketones.The treatment of the indolines with acid gave the corresponding indoles in quantitative yields.

NOVEL APPLICATIONS OF α-AMINOSUBSTITUTED DIPHENYLPHOSPHINE OXIDES. THE CONVERSION OF ALDEHYDES INTO α-AMINOMETHYLKETONES.

Aromatic and aliphatic aldehydes (R3CHO) can be converted into α-aminomethylketones (R3COCH2NR1R2) via reaction with (α-aminomethyl)diphenylphosphine oxides.

Light-induced Reactions of 2-(N-Alkyl-N-arylamino)acetophenones and Related Amino-ketones: Formation of 1,3-Diarylazetidin-3-ols

On irradiation in ether, 2-(N-methylanilino)acetophenones, Ar1NMe-CH2COAr2 (Ar1,Ar2=Ph,Ph; Ph,p-MeO-C6H4; Ph,p-Ph-C6H4; p-Cl-C6H4,Ph; p-MeO-C6H4,Ph; and p-Me-C6H4,Ph), underwent type II cyclisation to isomeric 1,3-diarylazetidin-3-ols.A minor photoproduct was one of the two expected type II fission products, the corresponding acetophenone Ar2COMe.The second type II fission product, imine Ar1N=CH2, was not detected, but in three cases a 1,3-diarylimidazolidine, probably derived from this imine, was isolated.Similar results were obtained on irradiation of the related amino-ketones, 2-(N-methylanilino)-2'-acetonaphthone and 2-(N-methylanilino)-1-tetralone.Direct fission of the C-2-N bond occured on irradiation of 2-(N-methylanilino)indan-1-one and 2,2-dimethyl-2-(N-methylanilino)acetophenone. 2-(N-Alkylanilino)acetophenones, PhNR-CH2COPh (R=Et, Me2CH, and PHCH2), yielded complex mixtures on irradiation.