Literature DB >> 28107007

Chlorophyll-Catalyzed Visible-Light-Mediated Synthesis of Tetrahydroquinolines from N,N-Dimethylanilines and Maleimides.

Jun-Tao Guo1, Da-Cheng Yang1, Zhi Guan1, Yan-Hong He1.   

Abstract

Natural pigment chlorophyll was used as a green photosensitizer for the first time in a visible-light photoredox catalysis for the efficient synthesis of tetrahydroquinolines from N,N-dimethylanilines and maleimides in an air atmosphere. The reaction involves direct cyclization via an sp3 C-H bond functionalization process to afford products in moderate to high yields (61-98%) from a wide range of substrates with a low loading of chlorophyll under mild conditions. This work demonstrates the potential benefits of chlorophyll as photosensitizer in visible light catalysis.

Entities:  

Year:  2017        PMID: 28107007     DOI: 10.1021/acs.joc.6b03034

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


  8 in total

1.  Structural elaboration of dicyanopyrazine: towards push-pull molecules with tailored photoredox activity.

Authors:  Zuzana Hloušková; Milan Klikar; Oldřich Pytela; Numan Almonasy; Aleš Růžička; Veronika Jandová; Filip Bureš
Journal:  RSC Adv       Date:  2019-07-31       Impact factor: 4.036

2.  Visible-light-promoted and chlorophyll-catalyzed aerobic desulfurization of thioamides to amides.

Authors:  Zihui Yang; Haoyi Zhou; Lin Wang; Jingxuan Zhang; Hongqi Xie; Yisong Liu; Jianguo Zeng; Pi Cheng
Journal:  RSC Adv       Date:  2022-06-09       Impact factor: 4.036

3.  Photosynthesis-inspired H2 generation using a chlorophyll-loaded liposomal nanoplatform to detect and scavenge excess ROS.

Authors:  Wei-Lin Wan; Bo Tian; Yu-Jung Lin; Chiranjeevi Korupalli; Ming-Yen Lu; Qinghua Cui; Dehui Wan; Yen Chang; Hsing-Wen Sung
Journal:  Nat Commun       Date:  2020-01-27       Impact factor: 14.919

4.  Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor-Acceptor Complexes.

Authors:  August Runemark; Savannah C Zacharias; Henrik Sundén
Journal:  J Org Chem       Date:  2021-01-04       Impact factor: 4.354

5.  Aerobic Oxidative EDA Catalysis: Synthesis of Tetrahydroquinolines Using an Organocatalytic EDA Active Acceptor.

Authors:  August Runemark; Henrik Sundén
Journal:  J Org Chem       Date:  2022-01-10       Impact factor: 4.354

6.  A thiadiazolopyridine-functionalized Zr(iv)-based metal-organic framework for enhanced photocatalytic synthesis of tetrahydroquinolines under visible light.

Authors:  Changyun Li; He Zhang; Xuefei Wang; Qiu-Yan Li; Xinsheng Zhao; Xiao-Jun Wang
Journal:  RSC Adv       Date:  2022-01-10       Impact factor: 3.361

7.  Visible light sensitizer-catalyzed highly selective photo oxidation from thioethers into sulfoxides under aerobic condition.

Authors:  Cong Ye; Yanbin Zhang; Aishun Ding; Yong Hu; Hao Guo
Journal:  Sci Rep       Date:  2018-02-02       Impact factor: 4.379

8.  Oxidative Asymmetric Formal Aza-Diels⁻Alder Reactions of Tetrahydro-β-carboline with Enones in the Synthesis of Indoloquinolizidine-2-ones.

Authors:  Xiang Wu; Shi-Bao Zhao; Lang-Lang Zheng; You-Gui Li
Journal:  Molecules       Date:  2018-09-01       Impact factor: 4.411

  8 in total

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