Visible-light-induced intramolecular radical cascade of α-bromo-N-benzyl-alkylamides: a new strategy to synthesize tetracyclic N-fused indolo[2,1-a]isoquinolin-6(5H)-ones

2020 ◽  
Vol 18 (2) ◽  
pp. 263-271 ◽  
Author(s):  
Xiaoshuang Gao ◽  
Chengyang Li ◽  
Yao Yuan ◽  
Xiaomin Xie ◽  
Zhaoguo Zhang
Keyword(s):  
Natural Products ◽  
Visible Light ◽  
Materials Science ◽  
New Strategy ◽  
Radical Cascade

Polycyclic indole scaffolds are ubiquitous in pharmaceuticals and natural products and in materials science.

Visible-Light-Mediated Photoredox Reactions in the Total Synthesis of Natural Products

Synthesis ◽  
2020 ◽  
Vol 52 (21) ◽  
pp. 3111-3128
Author(s):  
Alejandro Cordero-Vargas ◽  
Jeferson B. Mateus-Ruiz
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Visible Light ◽  
Great Part ◽  
Type I ◽  
Photoredox Catalysis ◽  
Total Syntheses ◽  
Radical Cascade ◽  
Excellent Work ◽  
Synthetic Methodologies

In the last two decades, the field of photoredox catalysis (PRC) has grown impressively with reports of new synthetic methodologies and more efficient versions of known free-radical reactions. The impressive success of visible-light-mediated photoredox catalysis is, in great part, due to its low environmental impact, mild reaction conditions, clean reactions, and inexpensive methodologies. These features have allowed photoredox catalysis to emerge as a powerful tool in the synthesis of natural products; much excellent work was reported between 2011 and 2015. Since 2016, a number of more efficient and impressive total syntheses of natural products featuring photoredox catalysis have been reported. In this review, we summarize the recent synthetic applications of photoredox catalysis in the total synthesis of natural products between 2016 and 2020.1 Introduction2 Intermolecular Additions from Functionalized Substrates2.1 Intermolecular Additions from Alkyl Halides2.2 Intermolecular Additions from Alcohols and Carboxylic Acids3 Cyclizations from Functionalized Substrates3.1 Cyclizations of Carbon-Centered Radicals3.2 Cyclizations of Nitrogen-Centered Radicals4 Intramolecular Cyclization from Non-functionalized N–H Bonds4.1 Type I Radical Cascade4.2 Type II Radical Cascade4.3 Type III Radical Cascade5 Functionalization of Imines and Enamines6 Cycloadditions7 Miscellaneous7.1 Dehalogenation and Reductive Decarboxylation7.2 Thiyl Radical Promoted Cascade8 Conclusions and Perspectives

Eosin Y photoredox catalyzed net redox neutral reaction for regiospecific annulation to 3-sulfonylindoles via anion oxidation of sodium sulfinate salts

2018 ◽  
Vol 16 (4) ◽  
pp. 536-540 ◽  
Author(s):  
Rajendra S. Rohokale ◽  
Shrikant D. Tambe ◽  
Umesh A. Kshirsagar
Keyword(s):  
Visible Light ◽  
Eosin Y ◽  
Cascade Cyclization ◽  
Neutral Reaction ◽  
Neutral Process ◽  
Radical Cascade

An eosin Y photoredox catalyzed net redox neutral process for 3-sulfonylindoles via the anionic oxidation of sodium sulfinate salts and its radical cascade cyclization with 2-alkynyl-azidoarenes was developed with visible light as a mediator.

Synthesis of Tetracyclic Quinazolinones Using a Visible-Light-Promoted Radical Cascade Approach

2016 ◽  
Vol 81 (16) ◽  
pp. 7276-7281 ◽  
Author(s):  
Yue-Yue Han ◽  
Heng Jiang ◽  
Ruzhi Wang ◽  
Shouyun Yu
Keyword(s):  
Visible Light ◽  
Radical Cascade

scholarly journals Metal-free visible light photoredox enables generation of carbyne equivalents via phosphonium ylide C–H activation

2019 ◽  
Vol 10 (6) ◽  
pp. 1687-1691 ◽  
Author(s):  
Mrinmoy Das ◽  
Minh Duy Vu ◽  
Qi Zhang ◽  
Xue-Wei Liu
Keyword(s):  
Visible Light ◽  
Bond Formation ◽  
Formation Processes ◽  
New Approach ◽  
Carbon Bond ◽  
Metal Free ◽  
Carbon Carbon Bond ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds ◽  
New Strategy

Phosphonium ylides have shown their synthetic usefulness in important carbon–carbon bond formation processes. Our new strategy employs phosphonium ylides as novel carbyne equivalents and features a new approach for constructing carbon–carbon bonds from alkenes.

ChemInform Abstract: Synthetic Studies on Natural Products. Part 69. A New Strategy for the Synthesis of Crucigasterin A, and Cytotoxic Activity of this Compound and Its Related Analogues.

ChemInform ◽  
2014 ◽  
Vol 45 (4) ◽  
pp. no-no
Author(s):  
Jayprakash Narayan Kumar ◽  
Parigi Raghavendra Reddy ◽  
Biswanath Das ◽  
C. Ganesh Kumar ◽  
Pombala Sujitha
Keyword(s):  
Natural Products ◽  
Cytotoxic Activity ◽  
New Strategy ◽  
Synthetic Studies

Organic Photocatalytic Cyclization of Polyenes: A Visible-Light-Mediated Radical Cascade Approach

2015 ◽  
Vol 21 (42) ◽  
pp. 14723-14727 ◽  
Author(s):  
Zhongbo Yang ◽  
Han Li ◽  
Long Zhang ◽  
Ming-Tian Zhang ◽  
Jin-Pei Cheng ◽  
...  
Keyword(s):  
Visible Light ◽  
Radical Cascade

Modification of gold nanoparticles with a hole-transferring cocatalyst: A new strategy for plasmonic water splitting under irradiation of visible light

2021 ◽  
Author(s):  
Eri Fudo ◽  
Atsuhiro Tanaka ◽  
Shoji Iguchi ◽  
Hiroshi Kominami
Keyword(s):  
Gold Nanoparticles ◽  
Metal Oxide ◽  
Visible Light ◽  
Water Splitting ◽  
Organic Compounds ◽  
New Strategy

Plasmonic water splitting (H2O → H2 + 1/2O2) over a metal-loaded metal oxide under irradiation of visible light is still difficult, although conversion of organic compounds over plasmonic photocatalysts has...

Visible light photocatalysis in synthesis of pharmaceutically relevant heterocyclic scaffolds

2022 ◽  
Author(s):  
Vishal Srivastava ◽  
Pravin Kumar Singh ◽  
Shraddha Tivari ◽  
Praveen Pratap Singh
Keyword(s):  
Natural Products ◽  
Visible Light ◽  
Chemical Bond ◽  
Organic Synthesis ◽  
Bond Formation ◽  
Visible Light Photocatalysis ◽  
Photoredox Catalysis ◽  
Chemical Bond Formation

Visible light and photoredox catalysis have emerged as a powerful and long-lasting tool for organic synthesis, demonstrating the importance of a variety of chemical bond formation methods. Natural products, physiologically...

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