Metal-free oxidative acylation/cyclization of N-methacryloyl-2-phenylbenzoimidazole with aryl aldehydes: an easy access to benzimidazo[2,1-a]isoquinolin-6(5H)-ones

2019 ◽  
Vol 17 (44) ◽  
pp. 9627-9630 ◽  
Author(s):  
Ramesh Boora ◽  
G. Ravi kumar ◽  
B. V. Subba Reddy

A metal-free radical cyclization strategy has been developed for the synthesis of fused benzimidazo[2,1-a]isoquinolin-6(5H)-one derivatives using 70% tert-butylhydroperoxide in water (TBHP).

2017 ◽  
Vol 15 (47) ◽  
pp. 10044-10052 ◽  
Author(s):  
Dengqi Xue ◽  
Hao Chen ◽  
Yulong Xu ◽  
Haihua Yu ◽  
Linqian Yu ◽  
...  

A convenient microwave-assisted protocol for the synthesis of hydroxyl-containing isoquinolines from a metal-free radical cyclization reaction of vinyl isonitriles with alcohols was developed with moderate-to-excellent yields.


Synthesis ◽  
2018 ◽  
Vol 51 (04) ◽  
pp. 874-884 ◽  
Author(s):  
Liming Shao ◽  
Dengqi Xue ◽  
Yijie Xue ◽  
Haihua Yu

A metal-free radical cyclization reaction of vinyl isocyanides with alkanes is developed, allowing convenient access to a diverse range of potentially valuable 1-alkylisoquinolines. The methodology is simple and efficient, demonstrating excellent functional group tolerance and broad substrate scope. A mechanism involving a radical process is supported by kinetic isotope effect and radical inhibition studies.


Synthesis ◽  
2018 ◽  
Vol 50 (13) ◽  
pp. 2624-2630 ◽  
Author(s):  
Elena Schmidt ◽  
Ivan Bidusenko ◽  
Igor Ushakov ◽  
Nadezhda Protsuk ◽  
Boris Trofimov

Sulfur derivatives of 6,8-dioxabicyclo[3.2.1]octanes related to a number of natural products have been synthesized by the click hydrothiolation (AIBN or UV irradiation) of 7-methylene-6,8-dioxabicy­clo[3.2.1]octanes, assembled from acetylene and ketones in a one-pot transition-metal-free synthetic operation. An unusual feature of this free-radical reaction is that it is accelerated in the presence of bases due to involvement of the latter in a competition between the thiol addition and proton-catalyzed isomerization of the starting bicyclooctanes.


2016 ◽  
Vol 81 (12) ◽  
pp. 5202-5208 ◽  
Author(s):  
Yuhan Zhou ◽  
Changpeng Wu ◽  
Xiaoliang Dong ◽  
Jingping Qu

Author(s):  
Fengqian Zhao ◽  
Xiao-Feng Wu

A transition-metal-free radical carbonylation of activated alkylamines with thiophenols has been successfully developed. Various thioesters were selectively produced with moderate to good yields.


Author(s):  
Tao Fan ◽  
Yan Liu ◽  
Caina Jiang ◽  
Yanli Xu ◽  
Yan-Yan Chen

A radical cascade reaction of 2-aryloxy phenylacetylene with phosphine oxides promoted by K2S2O8 was developed, provided diphosphonyl xanthenes as products. This reaction proceeds under transition metal-free and mild conditions with...


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