Environmentally benign nucleophilic substitution reaction of arylalkyl halides in water using CTAB as the inverse phase transfer catalyst

被引:14
|
作者
Godha, Atul K. [1 ]
Thiruvengadam, Jayaraman [1 ]
Abhilash, Viswanadhan [1 ]
Balgi, Prajwal [1 ]
Narayanareddy, A., V [1 ]
Vignesh, Kumaresan [1 ]
Gadakh, Amol, V [1 ]
Sathiyanarayanan, A. M. [1 ]
Ganesh, Sambasivam [1 ]
机构
[1] Anthem Biosci Pvt Ltd, 49 Canara Bank Rd, Bengaluru 560099, Karnataka, India
关键词
SUPERCRITICAL CARBON-DIOXIDE; ACTIVE METHYLENE-COMPOUNDS; ORGANIC-SYNTHESIS; SOLUBLE CALIXARENES; ALLYLIC ALCOHOLS; QUINOLINES; ALKYLATION; MILD; QUINAZOLINE; CYCLIZATION;
D O I
10.1039/c9nj03941d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An environmentally benign, practically scalable and highly selective C-arylalkylation of active methylene compounds is developed using CTAB as the inverse phase transfer catalyst in water. The methodology developed is elaborated into the one-pot synthesis of quinoline derivatives and also applicable to the regioselective N-aralkyl of 2-pyridones.
引用
收藏
页码:16012 / 16016
页数:5
相关论文
共 50 条
  • [31] β-cyclodextrin as inverse phase transfer catalyst on the electrocatalytic hydrogenation of organic compounds in water
    Vilar, Marcio
    Navarro, Marcelo
    ELECTROCHIMICA ACTA, 2012, 59 : 270 - 278
  • [32] ELECTROCHEMICALLY INDUCED NUCLEOPHILIC-SUBSTITUTION OF PERFLUOROALKYL HALIDES - AN EXAMPLE OF A DISSOCIATIVE ELECTRON-TRANSFER-INDUCED CHEMICAL-REACTION
    MEDEBIELLE, M
    PINSON, J
    SAVEANT, JM
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (18) : 6872 - 6879
  • [33] Phase-transfer catalysis of a new cationic gemini surfactant with ester groups for nucleophilic substitution reaction
    Dong-Qing Xu
    Zhong-Wen Pan
    ChineseChemicalLetters, 2014, 25 (08) : 1169 - 1173
  • [34] Phase-transfer catalysis of a new cationic gemini surfactant with ester groups for nucleophilic substitution reaction
    Xu, Dong-Qing
    Pan, Zhong-Wen
    CHINESE CHEMICAL LETTERS, 2014, 25 (08) : 1169 - 1173
  • [35] Environmentally benign method for homocoupling reaction by using a recyclable catalyst via high speed ball milling
    Chen, Longrui
    Lemma, Betsegaw E.
    Rich, Jenna S.
    Regan, Mark
    Radulea, Mandy
    Mack, James
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
  • [36] Study on the Removal of Organochlorine from Crude Oil Based on the Reaction Mechanism of Nucleophilic Substitution by Phase Transfer Catalysis
    Pan, Xiaoyan
    Gu, Jin
    Song, Jia
    Liu, Jichang
    Han, Xin
    Pu, Xin
    Shiyou Xuebao, Shiyou Jiagong/Acta Petrolei Sinica (Petroleum Processing Section), 2022, 38 (04): : 800 - 810
  • [37] SUBSTITUTION-REACTION OF POLY(CHLOROMETHYLSTYRENE) WITH SOME NUCLEOPHILIC-REAGENTS USING TRIPHASE TRANSFER CATALYSIS
    NISHIKUBO, T
    IIZAWA, T
    AKATSUKA, S
    OKAWARA, M
    POLYMER JOURNAL, 1983, 15 (12) : 911 - 913
  • [38] Magnetic nanoparticles grafted with β-cyclodextrin-polyurethane polymer as a novel nanomagnetic polymer brush catalyst for nucleophilic substitution reactions of benzyl halides in water
    Kiasat, Ali Reza
    Nazari, Simin
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2012, 365 : 80 - 86
  • [39] NUCLEOPHILIC-SUBSTITUTION OF BENZYL-CHLORIDE AND POLY(CHLOROMETHYLSTYRENE) CATALYZED BY SULFIDES - AN INVERSE PHASE-TRANSFER CATALYSIS OF SULFIDES
    TAKEISHI, M
    SE, K
    UMETA, N
    SATO, R
    NIPPON KAGAKU KAISHI, 1992, (08) : 824 - 829
  • [40] Efficient Barbier reaction of carbonyl compounds improved by a phase transfer catalyst in water
    Zha, ZG
    Wang, YS
    Yang, G
    Zhang, L
    Wang, ZY
    GREEN CHEMISTRY, 2002, 4 (06) : 578 - 580