3-Chlorophenylboronic acid-promoted, one-pot, aza-Friedel-Crafts reaction of indoles

被引:3
|
作者
Goswami, Santosh V. [1 ]
Thorat, Prashant B. [1 ]
Shukla, Mahesh V. [1 ]
Bhusare, Sudhakar R. [1 ]
机构
[1] Dnyanopasak Coll, Dept Chem, Parbhani 431401, Maharashtra, India
关键词
Aza-Friedel-Crafts reaction; 3-Chlorophenylboronic acid; Indole; Aromatic aldehyde; N; N-Dimethylaniline; PHENYLBORONIC ACID; EFFICIENT; OPTIMIZATION; CATALYST; TANDEM; WATER; MILD;
D O I
10.1007/s11164-013-1370-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
3-Chlorophenylboronic acid promotes efficient synthesis of 3-substituted indole derivatives via aza-Friedel-Crafts reaction of indoles, aromatic aldehydes, and N,N-dimethylaniline at room temperature. The mild reaction conditions, excellent yields, and easy experimental workup are striking features of this procedure for synthesis of 3-substituted indoles.
引用
收藏
页码:2583 / 2589
页数:7
相关论文
共 50 条
  • [31] Enantioselective Aza-Friedel-Crafts Reaction of Heteroarenes with in situ Generated Isoxazolium Ions via Chiral Phosphoric Acid Catalysis
    Cheng, You-Song
    Chan, Shih-Hsien
    Rao, Gunda Ananda
    Gurubrahamam, Ramani
    Chen, Kwunmin
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (14) : 3502 - 3506
  • [32] Cu(OTf)2-catalyzed C3 aza-Friedel-Crafts alkylation of indoles with N,O-acetals
    Yi, Zi-Jip
    Sun, Jian-Ting
    Yang, Tian-Yu
    Yu, Xian-Yong
    Han, Xiao-Li
    Wei, Bang-Guo
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (11) : 2261 - 2270
  • [33] Friedel-Crafts reaction with arylcarbinols:: One-pot synthesis of 10-methylbenzo[a]fluoranthene
    Talapatra, B
    Chakraborty, S
    Biswas, K
    Mondal, S
    Talapatra, SK
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1998, 75 (10-12) : 788 - 794
  • [34] One-Pot Domino Henry-Friedel-Crafts Alkylation Reaction in Deep Eutectic Solvent
    Hu, Zhiyu
    Jiang, Guofang
    Zhu, Zhiqiang
    Gong, Bozhen
    Xie, Zongbo
    Le, Zhanggao
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (01) : 325 - 332
  • [35] Rapid One-pot Aspartic Acid-promoted Synthesis of Tetrahydrobenzo[b]pyrans in Water
    Ameli, Shohreh
    Davoodnia, Abolghasem
    Pordel, Mehdi
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2016, 48 (04) : 328 - 336
  • [36] The first one-pot oxidative Michael reaction of Baylis-Hillman adducts with indoles promoted by iodoxybenzoic acid
    Yadav, J. S.
    Reddy, B. V. Subba
    Singh, Ashutosh Pratap
    Basak, A. K.
    TETRAHEDRON LETTERS, 2007, 48 (24) : 4169 - 4172
  • [37] One-Pot Desilylation/Dimerization of Terminal Alkynes by Ruthenium and Acid-Promoted (RAP) Catalysis
    Pasquini, Chiara
    Bassetti, Mauro
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (14-15) : 2405 - 2410
  • [38] Enantioselective Aza-Friedel-Crafts Reaction of Pyrroles with Cyclic N-Sulfimines Catalyzed by Chiral BINOL-Phosphoric Acid
    Choi, Sunyoung
    Kim, Sung-Gon
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2018, 39 (11): : 1340 - 1343
  • [39] NOVEL SULFAMIC ACID-PROMOTED SYNTHESIS OF 3-ALKYLIDENE INDOLONE DERIVATIVES IN THE PRESENCE OF ANILINE VIA ONE-POT MULTICOMPONENT REACTION
    Damodiran, M.
    Karthikeyan, K.
    Muralidharan, D.
    Perumal, Paramasivan T.
    SYNTHETIC COMMUNICATIONS, 2013, 43 (05) : 645 - 655
  • [40] One-pot access to indolylchromeno[2,3-b]indoles via iodine-mediated Friedel-Crafts alkylation/oxidative coupling reaction of indoles and salicylaldehydes
    Rong, Guang-Qing
    Zhao, Jian-Qiang
    Zhang, Xiao-Mei
    Xu, Xiao-Ying
    Yuan, Wei-Cheng
    Zhou, Ming-Qiang
    TETRAHEDRON, 2018, 74 (19) : 2383 - 2390