Visible-light-induced radical cascade cyclization of oxime esters and aryl isonitriles: synthesis of cyclopenta[b]quinoxalines

2019 ◽  
Vol 55 (79) ◽  
pp. 11900-11903 ◽  
Author(s):  
Yao Yuan ◽  
Wu-Heng Dong ◽  
Xiao-Shuang Gao ◽  
Xiao-Min Xie ◽  
Zhao-Guo Zhang
Keyword(s):  
Visible Light ◽  
Cascade Cyclization ◽  
Radical Cascade

The in situ-formed nitrile produced by oxime esters was taken into a visible-light-induced radical cascade cyclization with aryl isonitriles.

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.

Visible-Light-Induced Radical Cascade Cyclization: Synthesis of (20S )-Camptothecin, SN-38 and Irinotecan

2018 ◽  
Vol 36 (11) ◽  
pp. 1035-1040 ◽  
Author(s):  
Yao Yuan ◽  
Wuheng Dong ◽  
Xiaoshuang Gao ◽  
Xiaomin Xie ◽  
Dennis P. Curran ◽  
...  
Keyword(s):  
Visible Light ◽  
Cascade Cyclization ◽  
Radical Cascade

Visible-Light Photoredox Catalyzed Double C–H Functionalization: Radical Cascade Cyclization of Ethers with Benzimidazole-Based Cyanamides

2021 ◽  
Vol 23 (3) ◽  
pp. 692-696
Author(s):  
Si Jiang ◽  
Xiao-Jing Tian ◽  
Shu-Yao Feng ◽  
Jiang-Sheng Li ◽  
Zhi-Wei Li ◽  
...  
Keyword(s):  
Visible Light ◽  
Cascade Cyclization ◽  
Radical Cascade

Visible light induced radical cascade cyclization of ortho-cyanoarylacrylamides with phosphine oxides for the preparation of phosphorylated quinoline-2,4(1H,3H)-dione

2021 ◽  
Author(s):  
Zu-Li Wang ◽  
Yuan-Yuan Sun ◽  
Jing-Cheng Song ◽  
shao-hui yang ◽  
enxuan zhang ◽  
...  
Keyword(s):  
Visible Light ◽  
Radical Mechanism ◽  
Phosphine Oxides ◽  
Cascade Cyclization ◽  
Radical Cascade

Visible light induced cascade cyclization of ortho-cyanoarylacrylamides with phosphine oxides for the preparation of phosphorylated quinoline-2,4(1H,3H)-dione. Products with moderate to good yields were efficient isolated. Radical mechanism was proposed for...

Synthesis of indolo[2,1-a]isoquinoline derivatives via visible-light-induced radical cascade cyclization reactions

2019 ◽  
Vol 55 (42) ◽  
pp. 5922-5925 ◽  
Author(s):  
Yun-Long Wei ◽  
Jian-Qiang Chen ◽  
Bo Sun ◽  
Peng-Fei Xu
Keyword(s):  
Visible Light ◽  
Core Structure ◽  
Cyclization Reactions ◽  
Cascade Cyclization ◽  
Radical Cascade ◽  
Isoquinoline Derivatives

We describe a photocatalyzed transformation for the synthesis of the indolo[2,1-a]isoquinoline core structure.

Visible-light-induced radical cascade cyclization of pyrazoles bearing a coumarin unit

2020 ◽  
Vol 44 (31) ◽  
pp. 13350-13356
Author(s):  
Amit Kumar Sharma ◽  
Anjali Jaiswal ◽  
Anu Mishra ◽  
Jyoti Tiwari ◽  
Deepali Jaiswal ◽  
...  
Keyword(s):  
Visible Light ◽  
Eosin Y ◽  
Cascade Cyclization ◽  
Radical Cascade

A visible light facilitated protocol for the synthesis of pyrazoles and their derivatives bearing a coumarin unit in the presence of Eosin Y.

Visible-Light-Induced Radical Cascade Cyclization: Synthesis of the ABCD Ring Cores of Camptothecins

2018 ◽  
Vol 83 (5) ◽  
pp. 2840-2846 ◽  
Author(s):  
Yao Yuan ◽  
Wuheng Dong ◽  
Xiaoshuang Gao ◽  
Huang Gao ◽  
Xiaomin Xie ◽  
...  
Keyword(s):  
Visible Light ◽  
Cascade Cyclization ◽  
Radical Cascade

Visible-light-induced radical cascade cyclization of 1-(allyloxy)-2-(1-arylvinyl)benzenes with sulfonyl chlorides for the synthesis of sulfonated benzoxepines

2021 ◽  
Author(s):  
Nengneng Zhou ◽  
Kaimo Kuang ◽  
Meixia Wu ◽  
Sixin Wu ◽  
Ziqin Xia ◽  
...  
Keyword(s):  
Visible Light ◽  
Eosin Y ◽  
Sulfonyl Chlorides ◽  
Cascade Cyclization ◽  
Radical Cascade

A visible light photocatalyzed cascade sulfonylation/cyclization of 1-(allyloxy)-2-(1-arylvinyl)benzenes with sulfonyl chlorides for the con-struction of sulfonated benzoxepines is developed. In the presence of Eosin Y (2.0 mol%) as a photocatalyst...

Fe-Catalyzed Conjunctive Cross-Couplings of Unactivated Alkenes with Grignard Reagents

2020 ◽  
Author(s):  
Lei Liu ◽  
Wes Lee ◽  
Cassandra R. Youshaw ◽  
Mingbin Yuan ◽  
Michael B. Geherty ◽  
...  
Keyword(s):  
Functional Groups ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Turnover Frequency ◽  
Diverse Range ◽  
Cascade Cyclization ◽  
Radical Cascade

The first iron-catalyzed three-component cross-coupling of unactivated olefins with alkyl halides and Grignard reagents is reported. The reaction operates under fast turnover frequency and tolerates a diverse range of sp2-hybridized nucleophiles, alkyl halides, and unactivated olefins bearing diverse functional groups to yield the desired 1,2-alkylarylated products with high regiocontrol. Further, we demonstrate that this protocol is amenable for the synthesis of new (hetero)carbocycles including tetrahydrofurans and pyrrolidines via a three-component radical cascade cyclization/arylation that forges three new C-C bonds.

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