Literature DB >> 25897680

Transition-Metal-Free C-3 Arylation of Quinoline-4-ones with Arylhydrazines.

Makthala Ravi1, Parul Chauhan1, Ruchir Kant2, Sanjeev K Shukla3, Prem P Yadav1.   

Abstract

A transition-metal-free C-3-arylation of quinolin-4-ones in the presence of base has been achieved by using arylhydrazines as aryl radical source and air as oxidant. The reaction proceeds smoothly at room temperature and does not require any prefunctionalization and N-protection of quinoline-4-ones. The utility of this methodology is further demonstrated in synthesis of quinoline-quinolone hybrid as well as 6-aryl-benzofuro[3,2-c]quinoline scaffold.

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Year:  2015        PMID: 25897680     DOI: 10.1021/acs.joc.5b00739

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

Review 1.  Arylhydrazines: novel and versatile electrophilic partners in cross-coupling reactions.

Authors:  Akram Hosseinian; Robab Mohammadi; Sheida Ahmadi; Aazam Monfared; Zahra Rahmani
Journal:  RSC Adv       Date:  2018-10-01       Impact factor: 4.036

2.  A New Scalable Synthesis of ELQ-300, ELQ-316, and other Antiparasitic Quinolones.

Authors:  Sovitj Pou; Rozalia A Dodean; Lisa Frueh; Katherine M Liebman; Rory T Gallagher; Haihong Jin; Robert T Jacobs; Aaron Nilsen; David R Stuart; J Stone Doggett; Michael K Riscoe; Rolf W Winter
Journal:  Org Process Res Dev       Date:  2021-08-04       Impact factor: 3.858

3.  Hypervalent Iodine(III)-Promoted C3-H Regioselective Halogenation of 4-Quinolones under Mild Conditions.

Authors:  Fang Yang; Xiaoqing Wang; Wenzhuo Zhao; Fei Yu; Zhengsen Yu
Journal:  ACS Omega       Date:  2021-11-29

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.  Metal-free C-H arylation of imidazoheterocycles with aryl hydrazines.

Authors:  Sourav Jana; Sadhanendu Samanta; Avik K Bagdi; Valerii Z Shirinian; Alakananda Hajra
Journal:  RSC Adv       Date:  2018-04-03       Impact factor: 3.361

  5 in total

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