Literature DB >> 27095584

Lactamization of sp(2) C-H Bonds with CO2 : Transition-Metal-Free and Redox-Neutral.

Zhen Zhang1,2, Li-Li Liao1, Si-Shun Yan1, Lei Wang1, Yun-Qi He1, Jian-Heng Ye1, Jing Li1, Yong-Gang Zhi2, Da-Gang Yu3.   

Abstract

The first direct use of carbon dioxide in the lactamization of alkenyl and heteroaryl C-H bonds to synthesize important 2-quinolinones and polyheterocycles in moderate to excellent yields is reported. Carbon dioxide, a nontoxic, inexpensive, and readily available greenhouse gas, acts as an ideal carbonyl source. Importantly, this transition-metal-free and redox-neutral process is eco-friendly and desirable for the pharmaceutical industry. Moreover, these reactions feature a broad substrate scope, good functional group tolerance, facile scalability, and easy product derivatization.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  2-quinolinones; C−H transformation; carbon dioxide; lactamization; transition-metal-free reactions

Year:  2016        PMID: 27095584     DOI: 10.1002/anie.201602095

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  Ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2.

Authors:  Si-Shun Yan; Lei Zhu; Jian-Heng Ye; Zhen Zhang; He Huang; Huiying Zeng; Chao-Jun Li; Yu Lan; Da-Gang Yu
Journal:  Chem Sci       Date:  2018-04-30       Impact factor: 9.825

2.  Weak Base-Promoted Lactamization under Microwave Irradiation: Synthesis of Quinolin-2(1H)-ones and Phenanthridin-6(5H)-ones.

Authors:  Pham Duy Quang Dao; Ho-Jin Lim; Chan Sik Cho
Journal:  ACS Omega       Date:  2018-09-27

Review 3.  Recent Advances in One-Pot Modular Synthesis of 2-Quinolones.

Authors:  Wan Pyo Hong; Inji Shin; Hee Nam Lim
Journal:  Molecules       Date:  2020-11-20       Impact factor: 4.411

4.  One-pot copper-catalyzed three-component reaction: a modular approach to functionalized 2-quinolones.

Authors:  Ah Reum Kim; Hee Nam Lim
Journal:  RSC Adv       Date:  2020-02-24       Impact factor: 4.036

  4 in total

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