scholarly journals Helicene synthesis by Brønsted acid-catalyzed cycloaromatization in HFIP [(CF3)2CHOH]

2021 ◽  
Vol 17 ◽  
pp. 396-403
Author(s):  
Takeshi Fujita ◽  
Noriaki Shoji ◽  
Nao Yoshikawa ◽  
Junji Ichikawa

A facile synthesis of carbo- and heterohelicenes was achieved via tandem cycloaromatization of bisacetal precursors, which were readily prepared through C–C bond formation by Suzuki–Miyaura coupling. This cyclization was efficiently realized by a catalytic amount of trifluoromethanesulfonic acid (TfOH) in a cation-stabilizing solvent, 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP), which readily allowed gram-scale syntheses of higher-order helicenes, double helical helicenes, and heterohelicenes.

RSC Advances ◽  
2015 ◽  
Vol 5 (104) ◽  
pp. 85646-85651 ◽  
Author(s):  
Guanshuo Shen ◽  
Haifeng Zhou ◽  
Peng Du ◽  
Sensheng Liu ◽  
Kun Zou ◽  
...  

2022 ◽  
Author(s):  
Wang Xia ◽  
Zi-An Zhou ◽  
Jie Lv ◽  
Shao-Hua Xiang ◽  
Yong-Bin Wang ◽  
...  

N-aryl phenothiazines and phenoxazines are of significant importance in various disciplines throughout academia and industry. Conventional synthetic strategy for the construction of these structures centers on transition-metal-catalyzed cross-coupling of aryl...


2013 ◽  
Vol 15 (6) ◽  
pp. 1266-1269 ◽  
Author(s):  
Ghassan Qabaja ◽  
Jennifer E. Wilent ◽  
Amanda R. Benavides ◽  
George E. Bullard ◽  
Kimberly S. Petersen

2019 ◽  
Vol 55 (97) ◽  
pp. 14613-14616 ◽  
Author(s):  
Kunhua Xu ◽  
Wenming Chen ◽  
Jin Lin ◽  
Guifang Chen ◽  
Biao Wang ◽  
...  

A Brønsted acid system promotes the Friedel–Crafts alkenylation/1,6-addition/condensation cascade reaction of ynones with indoles to access 9H-pyrrolo[1,2-a]indoles.


2012 ◽  
Vol 355 (1) ◽  
pp. 87-92 ◽  
Author(s):  
Ren-Lin Wang ◽  
Ping Zhu ◽  
Yu Lu ◽  
Fu-Ping Huang ◽  
Xin-Ping Hui

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