Metal-free, visible-light-promoted oxidative radical cyclization of N-biarylglycine esters: one-pot construction of phenanthridine-6-carboxylates in water

2019 ◽  
Vol 21 (16) ◽  
pp. 4406-4411 ◽  
Author(s):  
Palani Natarajan ◽  
Deachen Chuskit ◽  
Priya Priya

A metal-free, visible-light (blue LED: hν = 425 ± 15 nm) photoredox-catalyzed intramolecular cyclization reaction of N-biarylglycine esters to phenanthridine-6-carboxylates in water under an open air atmosphere at ambient conditions has been developed.

2015 ◽  
Vol 11 ◽  
pp. 425-430 ◽  
Author(s):  
Zhongwei Liang ◽  
Song Xu ◽  
Wenyan Tian ◽  
Ronghua Zhang

A novel and simple strategy for the efficient synthesis of the corresponding tetrahydroquinolines from N,N-dimethylanilines and maleimides using visible light in an air atmosphere in the presence of Eosin Y as a photocatalyst has been developed. The metal-free protocol involves aerobic oxidative cyclization via sp3 C–H bond functionalization process to afford good yields in a one-pot procedure under mild conditions.


Synlett ◽  
2017 ◽  
Vol 29 (02) ◽  
pp. 176-180 ◽  
Author(s):  
Manjula Singh ◽  
Arvind Yadav ◽  
Lal Yadav ◽  
R. Singh

A convenient, efficient, and metal-free synthesis of 6-thiocyanatophenanthridines by visible-light- and air-mediated, eosin Y-catalyzed, sequential radical cyclization and aromatization of 2-isocyanobiphenyls with ammonium thiocyanate is reported. Advantageously, the protocol utilizes inexpensive, clean, and sustainable natural resources such as visible light and atmospheric oxygen at room temperature in a one-pot procedure.


RSC Advances ◽  
2016 ◽  
Vol 6 (32) ◽  
pp. 27000-27003 ◽  
Author(s):  
Li-Na Guo ◽  
Zhi-Qiang Deng ◽  
Yong Wu ◽  
Jie Hu

An efficient Na2S2O8-promoted radical cyclization reaction of acrylamides with the tertiary cycloalkanols has been developed. This one pot procedure involves a tandem C–C bond cleavage and two C–C bonds formation process.


2021 ◽  
Author(s):  
Arup Dutta ◽  
Mostofa Ataur Rohman ◽  
Ridaphun Nongrum ◽  
Aiborlang Thongni ◽  
Sivaprasad Mitra ◽  
...  

An intramolecular radical cyclization reaction towards the synthesis of pyrrolidinone derivatives via metal free photoredox catalysis under blue LED irradiation has been reported. Synthetic efficiency, green reaction profile, easy isolation...


2019 ◽  
Vol 17 (2) ◽  
pp. 380-387 ◽  
Author(s):  
Shuai Zou ◽  
Shu Geng ◽  
Lina Chen ◽  
Haitao Wang ◽  
Feng Huang

Visible light driven metal-free intramolecular cyclization: a facile synthesis of 3-position substituted 3,4-dihydroisoquinolin-1(2H)-one.


Synthesis ◽  
2018 ◽  
Vol 51 (02) ◽  
pp. 530-537 ◽  
Author(s):  
Moisés Romero-Ortega ◽  
Michelle Trujillo-Lagunas ◽  
Ignacio Medina-Mercado ◽  
Ivann Zaragoza-Galicia ◽  
Horacio Olivo

A convenient two-step, one-pot synthesis of 4-chloro-2-(trichloromethyl)pyrimidines starting from 2-(trichloromethyl)-1,3-diazabutadienes is described. These nitrogen heterocycles were prepared by a sequential acylation/intramolecular cyclization reaction between 2-(trichloromethyl)-1,3-diazabutadienes and acyl chlorides in the presence of triethylamine followed by treatment with POCl3. This is the first report for the synthesis of this type of 4-chloro-2-(trichloromethyl)pyrimidine derivatives and serves as a source for a wide variety of other substituted pyrimidines by nucleophilic substitution reactions.


2021 ◽  
Vol 19 (37) ◽  
pp. 8086-8095
Author(s):  
Wenzhong Li ◽  
Yu Wang ◽  
Huijing Qi ◽  
Ran Shi ◽  
Jiazhu Li ◽  
...  

Metal-free cascade cyclization of 2-acylbenzoic acids with amines provided a one-pot synthesis of diverse isoindoloisoquinoline and benzoindolizinoindole derivatives, which were subsequently used to produce nitrogen-containing nine-membered ring compounds.


2020 ◽  
Vol 44 (7) ◽  
pp. 2986-2995 ◽  
Author(s):  
Lidan Lan ◽  
Fei Liu ◽  
Yi Dan ◽  
Long Jiang

A facile fabrication method was developed for the one-pot synthesis of 1,3,5-triformylbenzene (TFB)-4,4′4′′-triaminotriphenylamine (TPA) and 1,3,5-triformylbenzene-terephthalaldehyde (TA) under ambient conditions via a Schiff-base reaction.


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