Cationic Pd(II) catalyzed regioselective intramolecular hydroarylation for the efficient synthesis of 4-aryl-2-quinolones

被引:21
|
作者
Singh, Karandeep [1 ,2 ]
Malviya, Bhanwar Kumar [1 ]
Verma, Ved Prakash [3 ]
Badsara, Satpal Singh [4 ]
Bhardwaj, Vimal K. [5 ]
Sharma, Siddharth [1 ]
机构
[1] Mohanlal Sukhadia Univ, Dept Chem, Udaipur 313001, Rajasthan, India
[2] Guru Nanak Dev Univ, UGC Ctr Advance Studies Chem, Dept Chem, Amritsar 143005, Punjab, India
[3] Banasthali Univ, Dept Chem, Newai Jodhpuriya Rd, Vanasthali 304022, India
[4] Univ Rajasthan, Ctr Adv Study, Dept Chem, MFOS Lab, JLN Marg, Jaipur 302004, Rajasthan, India
[5] Natl Inst Technol Jalandhar, Dept Chem, Jalandhar 144011, Punjab, India
关键词
Multi-component reaction; Ugi reaction; Isocyanide; Hydroarylation; Cyclization; Palladium catalyst; BIOAVAILABLE OXYTOCIN ANTAGONISTS; ONE-POT; MULTICOMPONENT REACTION; COMBINATORIAL SYNTHESIS; CASCADE REACTION; BETA-LACTAMS; METAL-FREE; DERIVATIVES; CYCLIZATION; 2,5-DIKETOPIPERAZINES;
D O I
10.1016/j.tet.2019.03.026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A divergent regioselective palladium (II) catalyzed approach through post Ugi cyclization is described. The Ugi adduct underwent intramolecular ortho-hydroarylation via 6-endo-dig cyclization for the direct access to 4-aryl-2-quinolones. Incorporation of iodine at the C-3 position of 2-quinolone followed by Suzuki-Miyaura coupling results into the more diversified 3,4-diaryl-2-quinolones. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2506 / 2520
页数:15
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