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 ◽  
...  

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.

2017 ◽  
Vol 15 (41) ◽  
pp. 8820-8826 ◽  
Author(s):  
Shangbiao Feng ◽  
Jinlai Li ◽  
Zaimin Liu ◽  
Haiyu Sun ◽  
Hongliang Shi ◽  
...  

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


2020 ◽  
Vol 22 (3) ◽  
pp. 669-672 ◽  
Author(s):  
Shuai Shi ◽  
Ruining Li ◽  
Liangming Rao ◽  
Zhankui Sun

Visible light induced desulfurization–deuteration method was developed using D2O as the source of deuterium atoms. This radical approach features mild conditions, broad substrate scope, highly efficient D-incorporation and excellent functional group compatibility.


2016 ◽  
Vol 14 (7) ◽  
pp. 2195-2199 ◽  
Author(s):  
Xiao-Jing Wei ◽  
Lin Wang ◽  
Shao-Fu Du ◽  
Li-Zhu Wu ◽  
Qiang Liu

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


2013 ◽  
Vol 49 (38) ◽  
pp. 4024 ◽  
Author(s):  
Hua Lin ◽  
Yu Tan ◽  
Wen-Jie Liu ◽  
Zhi-Cheng Zhang ◽  
Xing-Wen Sun ◽  
...  

ChemInform ◽  
2013 ◽  
Vol 44 (34) ◽  
pp. no-no
Author(s):  
Hua Lin ◽  
Yu Tan ◽  
Wen-Jie Liu ◽  
Zhi-Cheng Zhang ◽  
Xing-Wen Sun ◽  
...  

Author(s):  
Tian-Cong Ma ◽  
Sheng Yao ◽  
Ming-Ming Qiao ◽  
Fan Yuan ◽  
De-Qing Shi ◽  
...  

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...


Author(s):  
Li-Ping Tan ◽  
Dong Liang ◽  
Ying Cheng ◽  
Wen-Jing Xiao ◽  
Jia-Rong Chen

A visible-light-induced photoredox-catalyzed tandem radical addition/cyclization of 2-alkenylphenols and CBr4 is developed. This protocol features mild and redox-neutral reaction conditions, good functional-group tolerance, and operational simplicity, providing efficient and practical...


2014 ◽  
Vol 50 (88) ◽  
pp. 13547-13550 ◽  
Author(s):  
Bei Hu ◽  
Haixia Chen ◽  
Yan Liu ◽  
Wuheng Dong ◽  
Kai Ren ◽  
...  

A highly efficient addition of alkyl α-bromocarboxylates to enamines by visible light-induced photoredox catalysis is reported.


Synthesis ◽  
2018 ◽  
Vol 50 (17) ◽  
pp. 3460-3466 ◽  
Author(s):  
Ya-Min Li ◽  
Tao Yang ◽  
Jia-Li Zhou ◽  
Junpeng Li ◽  
Yuehai Shen ◽  
...  

A radical addition/cyclization cascade of o-cyanoarylacrylamides with magnesium nitrate hexahydrate is developed. This reaction exhibits good functional group tolerance and wide substrate scope, provides a highly efficient and practical access to nitro-containing quinoline-2,4(1H,3H)-diones.


2018 ◽  
Vol 54 (71) ◽  
pp. 9925-9928 ◽  
Author(s):  
Peng-Zi Wang ◽  
Xiao-Ye Yu ◽  
Chan-Yun Li ◽  
Bin-Qing He ◽  
Jia-Rong Chen ◽  
...  

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


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