29546-14-3Relevant academic research and scientific papers
One-Pot Synthesis of N-Alkyl Benzotriazoles via a Br?nsted Acid-Catalyzed Three-Component Reaction
Wang, Xiangdong,Jia, Chunqi,Feng, Yadong,Wang, Lianhui,Cui, Xiuling
, p. 374 - 378 (2018)
A novel three-component condensation reaction of benzotriazoles, aldehydes and tertiary anilines efficiently catalyzed by readily available organic acid p-toluenesulfonic acid (PTSA) has been developed. A series of N-alkyl benzotriazoles were synthesized in up to 97% yield for 21 examples starting from anilines, benzotriazoles and formaldehyde. This strategy features a simple system, atom economy, environmental friendliness, high efficiency, excellent regioselectivity, good functional group tolerance, easily available starting materials, and cheap catalyst. The mechanistic studies indicated that aza quinone methide was probably involved as an intermediate in this transformation. (Figure presented.).
Preparation method of N-substituted benzotriazole derivative
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Paragraph 0036; 0037; 0038; 0039, (2017/07/19)
The invention discloses a preparation method of an N-substituted benzotriazole derivative. A structural formula of the N-substituted benzotriazole derivative is shown in the description. The preparation method of the derivative specifically comprises the following steps of uniformly mixing a benzotriazole derivative, an aniline derivative, an aldehyde compound, a catalyst and an organic solvent; performing condensation reaction at the temperature of 80 to 100 DEG C under the air atmosphere, so as to obtain the N-substituted benzotriazole derivative. The preparation method has the advantages that the N-substituted benzotriazole derivative which cannot be synthesized by other methods can be synthesized, and metal is not added; the obtaining of raw materials is easy, the yield is high, the reaction condition is mild, the reaction time is short, the primer range is wide, the reaction specificity is strong, the post-treatment is simple and convenient, and the green effect is realized.
Synthesis of 1H-benzotriazoles via reductive amination on solid supports
Zimmermann, Viktor,Müller, Rainhard,Br?se, Stefan
, p. 278 - 280 (2008/09/21)
An efficient synthesis of N-benzyl-1H-benzotriazoles utilizing a two-step reductive amination reaction on solid supports has been achieved. The method is suitable for combinatorial synthesis. Georg Thieme Verlag Stuttgart.
Nucleophilic substitution of benzotriazolylalkyl chlorides with Grignard reagents: A direct route to benzotriazoloalkyl(hetero)aromatic compounds
Katritzky, Alan R.,Abdel-Fattah, Ashraf A. A.,Tymoshenko, Dmytro O.,Belyakov, Sergei A.
, p. 1437 - 1440 (2007/10/03)
Benzotriazolylalkyl chlorides 5 react with (hetero)aromatic Grignard reagents generated from the corresponding halogen derivatives to afford benzotriazoloalkyl(hetero)aromatic compounds 8a-k and 10a-c in good yields.
Benzotriazole-Mediated Stereoselective Olefination of Carboxylic Esters: Transformation of α-Amino Acid Esters into Chiral Allylamines
Katritzky, Alan R.,Cheng, Dai,Li, Jianqing
, p. 3438 - 3444 (2007/10/03)
Diastereoselective trans-olefinations of carboxylic esters 3a-h have been accomplished using benzylic or allylic benzotriazole derivatives 1a-e to prepare α-(benzotriazol-1-yl) ketones 4a-i, for the subsequent reduction of 4a-i, and finally for low-valent titanium-effected dehydroxybenzotriazolylation.1 N-Protected α-amino acid esters 9a-c and 15 thus give allylamines 13a-e and 19 with virtually full retention of chirality. Mechanistic aspects of the dehydroxybenzotriazolylation are discussed.
Benzotriazole Mediated Synthesis of Methylenebisanilines
Katritzky, Alan R.,Lan, Xiangfu,Lam, Jamshed N.
, p. 341 - 346 (2007/10/02)
Methylenebisanilines and methylenebis(N,N-dialkylaniline)s are prepared by the reactions of 1-hydroxymethylbenzotriazole with anilines and with N,N-dialkylanilines under acidic conditions.Isolation of the intermediate 4-(benzotriazol-1-ylmethyl)anilines and the N,N-dialkyl analogues and their reactions with anilines allow the efficient preparation of both symmetrical and unsymmetrical members of both product classes.
