134627-69-3Relevant academic research and scientific papers
Magnesium sulfate promoted efficient and green synthesis of aminoalkyl, amidoalkyl and diarylmethane derivatives
Ganesan, S. Selva,Asaithampi
, p. 8380 - 8382 (2015/05/20)
Under solvent-free condition, magnesium sulfate promoted the synthesis of substituted aminoalkyl naphthols, amidoalkyl naphthols and diarylmethane derivatives in excellent yield. Robust dehydrating nature and mild Lewis acidity of magnesium sulfate was exploited to carry out all the transformations.
An efficient organocatalyzed multicomponent synthesis of diarylmethanes via Mannich type Friedel-Crafts reaction
Kumar, Atul,Kumar, Mukesh,Gupta, Maneesh Kumar
experimental part, p. 7024 - 7027 (2010/02/28)
We have developed an efficient organocatalyzed, multicomponent synthesis of diarylmethane derivatives from tertiary aromatic amines, formaldehyde and 2-naphthols via Mannich type Friedel-Crafts reaction. Several organocatalysts such as (-)-chinchonidine, l-proline, l-thiaproline, and l-pipecolonic acid have been screened for the reaction but the best results were obtained with l-proline. In this Mannich type Friedel-Crafts alkylation, tertiary aromatic amines react with formaldehyde-proline adduct to generate 1-(4-(dimethylamino)benzyl)pyrrolidinium-2-carboxylate intermediate, which undergoes nucleophilic addition to give substituted diarylmethanes in excellent yields.
o-(α-Benzotriazolylalkyl)phenols: Versatile Intermediates for the Synthesis of Substituted Phenols
Katritzky, Alan R.,Lan, Xiangfu,Lam, Jamshed N.
, p. 1809 - 1817 (2007/10/02)
Phenols and naphthols are benzotriazolylmethylated by 1-(hydroxymethyl)-1H-benzotriazole (13) (a formaldehyde derivative) in the o- or (if both o-positions are occupied) in the p-position.The reaction can be extended to other aldehydes in the case of the naphthols.The methylene group in the o-(benzotriazolylmethyl)phenols can be lithiated (but only after trimethylsilyl protection of the hydroxy group) and then substituted by various electrophiles.The benzotriazole residues in both the primary products and in their substituted derivatives can be displaced by the alkylanions of Grignard reagents or by hydride ions allowing the elaboration of many new types of substituted phenols. Key Words: Lithiation/ Mannich reaction/ Alkylation/ Grignard reaction/ Condensation
Benzotriazole as a Synthetic Auxiliary: Advantageous Syntheses of Substituted Diarylmethanes and Heterocyclic Analogues
Katritzky, Alan R.,Lan, Xiangfu,Lam, Jamshed N.
, p. 4397 - 4403 (2007/10/02)
4-(Benzotriazol-1-ylmethyl)-N,N-dimethylaniline (1b) can be substituted at the CH2 link via lithiation.Both the parent and substituted derivatives react with a variety of electron-rich benzenoid and heteroaromatic compounds in a novel approach to leuco dy
