Photoredox-mediated N-centered Radical Addition/Semipinacol Rearrangement for the Convenient Synthesis of β-Amino (spiro)Cyclic Ketones

2021 ◽  
Author(s):  
Tian-Cong Ma ◽  
Sheng Yao ◽  
Ming-Ming Qiao ◽  
Fan Yuan ◽  
De-Qing Shi ◽  
...  
Keyword(s):  
Visible Light ◽  
Radical Addition ◽  
Cyclic Ketones ◽  
Efficient Access ◽  
Convenient Synthesis ◽  
Semipinacol Rearrangement

A visible light photoredox-catalyzed N-centered radical addition/semipinacol rearrangement cascade of cycloalkanol-substituted 1H-indenes or styrenes with arylsulfonyl protected 1-aminopyridinium salts is presented. This protocol offers an efficient access to β-amino (spiro)cyclic...

Iron-Catalyzed Tandem Radical Addition/Cyclization: Highly Efficient Access to Methylated Quinoline-2,4-diones

Synlett ◽  
2020 ◽  
Vol 31 (20) ◽  
pp. 2049-2053
Author(s):  
Ji-Kai Liu ◽  
Huan Sun ◽  
Yue Jiang ◽  
Ming-Kun Lu ◽  
Yun-Yun Li ◽  
...  
Keyword(s):  
Visible Light ◽  
Dimethyl Sulfoxide ◽  
Functional Group ◽  
Cascade Reaction ◽  
Radical Addition ◽  
Highly Efficient ◽  
Efficient Access ◽  
Convenient Access

A visible-light-induced and iron-catalyzed oxidative radical addition/cyclization cascade reaction of N-(o-cyanoaryl)acrylamides with dimethyl sulfoxide has been developed. The method exhibits a wide substrate scope and an excellent functional-group tolerance, thus providing an efficient and convenient access to a variety of methylated quinoline-2,4-diones.

Visible-light photoredox intramolecular difluoroacetamidation: facile synthesis of 3,3-difluoro-2-oxindoles from bromodifluoroacetamides

2016 ◽  
Vol 14 (7) ◽  
pp. 2195-2199 ◽  
Author(s):  
Xiao-Jing Wei ◽  
Lin Wang ◽  
Shao-Fu Du ◽  
Li-Zhu Wu ◽  
Qiang Liu
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Radical Addition ◽  
Light Irradiation ◽  
Facile Synthesis ◽  
Efficient Access

An efficient access to 3,3-difluoro-2-oxindoles has been achieved via intramolecular aminocarbonyldifluoromethyl radical addition to arenes under visible-light irradiation.

Photoredox-promoted alkyl radical addition/semipinacol rearrangement sequences of alkenylcyclobutanols: rapid access to cyclic ketones

2018 ◽  
Vol 54 (58) ◽  
pp. 8096-8099 ◽  
Author(s):  
Sheng Yao ◽  
Kai Zhang ◽  
Quan-Quan Zhou ◽  
Yu Zhao ◽  
De-Qing Shi ◽  
...  
Keyword(s):  
Alkyl Radical ◽  
Radical Addition ◽  
Cyclic Ketones ◽  
Rapid Access ◽  
Semipinacol Rearrangement ◽  
Rearrangement Reactions

Two photo-catalytic tandem alkyl radical addition/semipinacol rearrangement reactions of cycloalkanol-substituted styrenes with N-acyloxyphthalimides and O-acyl oximes have been documented.

A photocatalytic iminyl radical-mediated C–C bond cleavage/addition/cyclization cascade for the synthesis of 1,2,3,4-tetrahydrophenanthrenes

2018 ◽  
Vol 54 (71) ◽  
pp. 9925-9928 ◽  
Author(s):  
Peng-Zi Wang ◽  
Xiao-Ye Yu ◽  
Chan-Yun Li ◽  
Bin-Qing He ◽  
Jia-Rong Chen ◽  
...  
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Radical Addition ◽  
Efficient Access ◽  
Visible Light Photocatalytic

A visible light photocatalytic radical addition/cyclization cascade is developed to provide an efficient access to cyanoalkylated 1,2,3,4-tetrahydrophenanthrenes.

Visible-light-facilitated P-center radical addition to C=X (X = C, N) bonds results in cyclizations

2021 ◽  
Author(s):  
Shang-Dong Yang ◽  
Chong Li ◽  
Juan Wang
Keyword(s):  
Visible Light ◽  
Organophosphorus Compounds ◽  
Radical Addition ◽  
Radical Reactions

Visible-light-facilitated phosphorus radical reactions have been developed as a powerful and sustainable tool for the synthesis of various organophosphorus compounds. In general, these reactions require stoichiometric amounts of oxidants, and...

Synthesis of Isoquinoline-1,3(2H,4H)-diones by Visible-light-mediated the Cyclization of Acryloylbenzamides with Alkyl Boronic Acids, Arylsulfonylhydrazides and Oxime Esters

Synthesis ◽  
2022 ◽  
Author(s):  
Jiahui Fu ◽  
Xingxing Cai ◽  
Yihuo Liu ◽  
Jing-Hua Li ◽  
Dongping Cheng ◽  
...  
Keyword(s):  
Visible Light ◽  
Bioactive Compounds ◽  
Boronic Acids ◽  
Radical Addition ◽  
Tandem Reaction ◽  
Good Opportunity ◽  
Mild Conditions ◽  
Reaction Proceeds

An efficient visible-light-mediated tandem reaction of acryloylbenzamides with alkyl boronic acids, arylsulfonylhydrazides and oxime esters is developed. The reaction proceeds the radical addition and cyclization to give various isoquinoline-1,3(2H,4H)-diones in satisfactory yields under mild conditions, which provides a good opportunity to discover new meaningful bioactive compounds.

Transition metal-free, visible-light-mediated construction of α,β-diamino esters via decarboxylative radical addition at room temperature

2019 ◽  
Vol 6 (13) ◽  
pp. 2245-2249 ◽  
Author(s):  
Guibing Wu ◽  
Jingwen Wang ◽  
Chengyu Liu ◽  
Maolin Sun ◽  
Lei Zhang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Carboxylic Acids ◽  
Room Temperature ◽  
Radical Addition ◽  
Metal Free ◽  
Radical Coupling

A metal-free photoredox catalyzed decarboxylative radical coupling of free-carboxylic acids and glyoxylic oximes was developed to synthesize α,β-diamino acids.

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