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

来源：

RESEARCH ON CHEMICAL INTERMEDIATES | 2015年 / 41卷 / 04期

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

页码：2583 / 2589

页数：7

共 50 条

[21] Lithium Chloride-Promoted Brønsted Acid-Catalyzed Friedel-Crafts Alkylation Reaction of Indoles with Aldehydes and Ketones "on Water" [J].

Yang, Jun ;

Zhang, Jianyu ;

Li, Tianxing ;

Liu, Yunting ;

Jin, Hui ;

Ryu, Do Hyun ;

Zhang, Lixin .

ADVANCED SYNTHESIS & CATALYSIS, 2025, 367 (09)

[22] Acetic acid-promoted, efficient, one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones [J].

Karimi-Jaberi, Zahed ;

Arjmandi, Reza .

MONATSHEFTE FUR CHEMIE, 2011, 142 (06) :631-635

[23] Supported Bifunctional Chiral Thioureas as Catalysts in the Synthesis of 3-Amino-2-Oxindoles through Enantioselective aza-Friedel-Crafts Reaction: Application in Continuous Flow Processes [J].

Rodriguez-Rodriguez, Marta ;

Maestro, Alicia ;

Andres, Jose M. ;

Pedrosa, Rafael .

ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (13) :2744-2754

[24] Lewis-Acid-Catalyzed Intramolecular Aza-Friedel-Crafts Reaction of N-tert-Butanesulfinyl Imines: Efficient Synthesis of Optically Active 9-Aminofluorene Derivatives [J].

Li, Yi ;

Xu, Ming-Hua .

ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2 (01) :50-53

[25] Biopolymeric alginic acid: an efficient recyclable green catalyst for the Friedel-Crafts reaction of indoles with isoquinoline-1,3,4-triones in water [J].

Srivastava, Anvita ;

Yadav, Anubha ;

Samanta, Sampak .

TETRAHEDRON LETTERS, 2015, 56 (44) :6003-6007

[26] Preparation of Bicyclic Ketal Skeletons with Aldehyde and α-Ketone Acid through Cascade Friedel-Crafts Reaction and Stereoselective Acetalization in One Pot [J].

Li, Ling ;

Wang, Ying-wei ;

Zhang, Shi-qi ;

Dong, Xiong-fei ;

Li, Guang-xun ;

Zhao, Gang ;

Tang, Zhuo .

SYNLETT, 2019, 30 (18) :2091-2095

[27] One-pot solvent-free synthesis of triaryl- and triheteroarylmethanes by Bi(OTf)3-catalyzed Friedel-Crafts reaction of arenes/heteroarenes with trialkyl orthoformates [J].

Tuengpanya, Surisa ;

Chantana, Chayamon ;

Sirion, Uthaiwan ;

Siritanyong, Wipada ;

Srisook, Klaokwan ;

Jaratjaroonphong, Jaray .

TETRAHEDRON, 2018, 74 (33) :4373-4380

[28] Acetic acid-promoted eco-friendly one-pot pseudo six-component synthesis of bis-spiro-substituted piperidines [J].

Mousavi, Mir Rasul ;

Gharari, Hadigheh ;

Maghsoodlou, Malek Taher ;

Hazeri, Nourallah .

RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (04) :3875-3886

[29] Catalyst-free, ethylene glycol promoted one-pot three component synthesis of 3-amino alkylated indoles via Mannich-type reaction [J].

Rajesh, U. Chinna ;

Kholiya, Rohit ;

Pavan, V. Satya ;

Rawat, Diwan S. .

TETRAHEDRON LETTERS, 2014, 55 (18) :2977-2981

[30] Base-Promoted Three-Component One-Pot Synthesis of 3-(Thiomethyl)indoles with Paraformaldehyde under Aqueous Conditions [J].

Xiao, Fuhong ;

Yuan, Shanshan ;

Huang, Huawen ;

Deng, Guo-Jun .

SYNLETT, 2018, 29 (20) :2693-2696

← 1 2 3 4 5 →