Photoinduced efficient synthesis of cyanoalkylsulfonylated oxindoles via sulfur dioxide insertion

2021 ◽  
Author(s):  
Fan Teng ◽  
Juan Du ◽  
Changping Xun ◽  
Mengxue Zhu ◽  
Ziqin Lu ◽  
...  
Keyword(s):  
Sulfur Dioxide ◽  
Visible Light ◽  
Cascade Reaction ◽  
Efficient Synthesis ◽  
Radical Cascade

A visible-light-promoted radical cascade reaction of N-arylacrylamide and cyclobutanone oxime esters with sulfur dioxide insertion is established.

Visible-Light Photoredox-Catalyzed Cascade Reaction for the Synthesis of Pyrrolo[2,1-a]isoquinoline-Substituted Phosphonates

Synthesis ◽  
2018 ◽  
Vol 51 (02) ◽  
pp. 522-529 ◽  
Author(s):  
Deqing Shi ◽  
Lingna Wang ◽  
Tiancong Ma ◽  
Mingming Qiao ◽  
Qiangxian Wu ◽  
...  
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Cascade Reaction ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Oxidative Aromatization ◽  
Activated Olefins ◽  
Catalyzed Oxidation

A visible-light photoredox-catalyzed oxidation/[3+2] cycloaddition/oxidative aromatization cascade reaction of [(3,4-dihydroisoquinolin-2(1H)-yl)methyl]phosphonates and activated olefins or alkynes for the efficient synthesis of potentially biological active pyrrolo[2,1-a]isoquinoline-substituted phosphonates was developed. This transformation features mild reaction conditions (i.e., visible light irradiation, room temperature), molecular oxygen (O2) as a green oxidant, simple ‘one-pot’ operation.

Visible-light-mediated radical cascade reaction: synthesis of 3-bromocoumarins from alkynoates

2017 ◽  
Vol 15 (41) ◽  
pp. 8820-8826 ◽  
Author(s):  
Shangbiao Feng ◽  
Jinlai Li ◽  
Zaimin Liu ◽  
Haiyu Sun ◽  
Hongliang Shi ◽  
...  
Keyword(s):  
Visible Light ◽  
Cascade Reaction ◽  
Radical Addition ◽  
Reaction Synthesis ◽  
Radical Cascade

The development of a visible-light mediated bromo radical addition/spirocyclization/ester migration cascade reaction to generate 3-bromocoumarins from alkynoates is reported.

scholarly journals Asymmetric Total Synthesis of (+)-21-epi-Eburnamonine Via a Photocatalytic Radical Cascade Reaction

2020 ◽  
Author(s):  
Yuan Huang ◽  
Fanglin Xue ◽  
Hengmao Liu ◽  
Fei Xue ◽  
Xiao-Yu Liu ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Visible Light ◽  
Claisen Rearrangement ◽  
Cascade Reaction ◽  
Ring System ◽  
Asymmetric Total Synthesis ◽  
Radical Cascade ◽  
Key Features ◽  
Quaternary Stereocenter ◽  
Visible Light Photocatalytic

Abstract An asymmetric total synthesis of (+)-21-epi-eburnamonine has been achieved. Key features of the synthesis include a visible-light photocatalytic intra-/intramolecular radical cascade reaction to assemble the tetracyclic ABCD ring system, and a highly diastereoselective Johnson-Claisen rearrangement to establish the C20 all-carbon quaternary stereocenter. Graphic Abstract

Photocatalytic three-component radical cascade: a general route to heterocyclic-substituted alkyl sulfones

2021 ◽  
Author(s):  
Jian-Qiang Chen ◽  
Nana Liu ◽  
Qian Hu ◽  
Jin Liu ◽  
Junwei Wu ◽  
...  
Keyword(s):  
Sulfur Dioxide ◽  
Cascade Reaction ◽  
Mild Conditions ◽  
Radical Cascade

A photoredox-catalyzed three-component radical cascade reaction of β,γ-unsaturated oximes/hydrazones, sulfur dioxide surrogate of DABCO·(SO2)2, and alkenes under mild conditions is developed, affording diverse isoxazoline/dihydropyrazole-substituted aliphatic sulfones in good to excellent...

scholarly journals Synthesis of 3-CF2-Containing Chromones via a Visible-Light-Induced Radical Cascade Reaction of o-Hydroxyaryl Enaminones

ACS Omega ◽  
2017 ◽  
Vol 2 (7) ◽  
pp. 3168-3174 ◽  
Author(s):  
Huang Gao ◽  
Bei Hu ◽  
Wuheng Dong ◽  
Xiaoshuang Gao ◽  
Lili Jiang ◽  
...  
Keyword(s):  
Visible Light ◽  
Cascade Reaction ◽  
Radical Cascade

A visible-light-induced cascade reaction of etherification/C–C cyclization: efficient synthesis of dibenzo[b,d]oxepin-7(6H)-ones

2019 ◽  
Vol 17 (13) ◽  
pp. 3324-3327 ◽  
Author(s):  
Wanyong Fu ◽  
Aixia Yu ◽  
Hongshuo Jiang ◽  
Minghui Zuo ◽  
Hongfeng Wu ◽  
...  
Keyword(s):  
Visible Light ◽  
Cascade Reaction ◽  
Efficient Synthesis ◽  
Palladium Catalyzed

A visible-light-induced palladium-catalyzed cascade reaction was developed by etherification/C–C coupling cyclization of α-bromoacetophenones with phenols.

Visible-light-promoted acyl radical cascade reaction for accessing acylated isoquinoline-1,3(2H,4H)-dione derivatives

2020 ◽  
Vol 18 (10) ◽  
pp. 1940-1948 ◽  
Author(s):  
Yingpeng Su ◽  
Rong Zhang ◽  
Wenxuan Xue ◽  
Xuan Liu ◽  
Yanan Zhao ◽  
...  
Keyword(s):  
Visible Light ◽  
Cascade Reaction ◽  
Acyl Radical ◽  
Keto Acids ◽  
Radical Cascade

A visible-light-promoted radical acylation/cyclization cascade reaction of N-methacryloylbenzamides with α-keto acids was developed to construct acylated isoquinoline-dione derivatives.

Synthesis of 3-sulfonylquinolines by visible-light promoted metal-free cascade cycloaddition involving N-propargylanilines and sodium sulfinates

2020 ◽  
Vol 44 (8) ◽  
pp. 3189-3193 ◽  
Author(s):  
Jing-Mei Yuan ◽  
Jinnan Li ◽  
Heyang Zhou ◽  
Jiali Xu ◽  
Fengting Zhu ◽  
...  
Keyword(s):  
Visible Light ◽  
Cascade Reaction ◽  
Metal Free ◽  
Radical Cascade

A visible-light promoted radical cascade reaction of N-propargylanilines with sodium sulfinates as sulfonyl radical precursors was developed under metal-free conditions.

Synthesis of cyclohexylidenehydrazine-fused polycyclics via a photocatalytic radical cascade reaction of 2-ethynylaldehyde hydrazones

2017 ◽  
Vol 53 (12) ◽  
pp. 2036-2039 ◽  
Author(s):  
Nengneng Zhou ◽  
Jing Liu ◽  
Zhongfei Yan ◽  
Zhongkai Wu ◽  
Honglin Zhang ◽  
...  
Keyword(s):  
Visible Light ◽  
Cascade Reaction ◽  
Polycyclic Compounds ◽  
Radical Cascade

A general and efficient visible-light photoredox-catalyzed cascade annulation of 2-ethynylaldehyde hydrazones with α-bromo-carbonyls for the synthesis of various cyclohexylidenehydrazine-fused polycyclic compounds is described.

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