Literature DB >> 29741909

Palladium-Catalyzed Three-Component Tandem Process: One-Pot Assembly of Quinazolines.

Kun Hu1, Qianqian Zhen1, Julin Gong1, Tianxing Cheng1, Linjun Qi1, Yinlin Shao1, Jiuxi Chen1.   

Abstract

The first example of the palladium-catalyzed, three-component tandem reaction of 2-aminobenzonitriles, aldehydes, and arylboronic acids has been developed, providing a new approach for one-pot assembly of diverse quinazolines in moderate to good yields. A noteworthy feature of this method is the tolerance of bromo and iodo groups, which affords versatility for further synthetic manipulations. Preliminary mechanistic experiments indicate that this tandem process involves two possible mechanistic pathways for the formation of quinazolines via catalytic carbopalladation of the cyano group.

Entities:  

Year:  2018        PMID: 29741909     DOI: 10.1021/acs.orglett.8b01070

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

1.  Hydrogen peroxide-mediated synthesis of 2,4-substituted quinazolines via one-pot three-component reactions under metal-free conditions.

Authors:  Khang H Trinh; Khang X Nguyen; Phuc H Pham; Tung T Nguyen; Anh N Q Phan; Nam T S Phan
Journal:  RSC Adv       Date:  2020-08-13       Impact factor: 3.361

Review 2.  Chemical Insights Into the Synthetic Chemistry of Quinazolines: Recent Advances.

Authors:  Muhammad Faisal; Aamer Saeed
Journal:  Front Chem       Date:  2021-01-14       Impact factor: 5.221

3.  Efficient synthesis of spirooxindolyl oxazol-2(5H)-ones via palladium(ii)-catalyzed addition of arylboronic acids to nitriles.

Authors:  Hao Song; Na Cheng; Li-Qin She; Yi Wu; Wei-Wei Liao
Journal:  RSC Adv       Date:  2019-09-17       Impact factor: 4.036

4.  The synthesis of quinolines via denitrogenative palladium-catalyzed cascade reaction of o-aminocinnamonitriles with arylhydrazines.

Authors:  Jing Xie; Hang Huang; Tong Xu; Renhao Li; Jiuxi Chen; Xueting Ye
Journal:  RSC Adv       Date:  2020-03-03       Impact factor: 4.036

5.  Preparation and photophysical properties of quinazoline-based fluorophores.

Authors:  Zhichao Wang; Hanjie Li; Zhixing Peng; Zaibin Wang; Yanguang Wang; Ping Lu
Journal:  RSC Adv       Date:  2020-08-17       Impact factor: 3.361

6.  Palladium-catalyzed tandem allylic substitution/cyclization and cascade hydrosilylated reduction: the influence of reaction parameters and hydrosilanes on the stereoselectivity.

Authors:  Peng-Wei Long; Jian-Xing Xu; Xing-Feng Bai; Zheng Xu; Zhan-Jiang Zheng; Ke-Fang Yang; Li Li; Li-Wen Xu
Journal:  RSC Adv       Date:  2018-06-22       Impact factor: 3.361

7.  Assembly of 1H-isoindole derivatives by selective carbon-nitrogen triple bond activation: access to aggregation-induced emission fluorophores for lipid droplet imaging.

Authors:  Dandan He; Zeyan Zhuang; Xu Wang; Jiawei Li; Jianxiao Li; Wanqing Wu; Zujin Zhao; Huanfeng Jiang; Ben Zhong Tang
Journal:  Chem Sci       Date:  2019-06-12       Impact factor: 9.825

  7 in total

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