ChemInform Abstract: Broensted Acid Mediated Alkenylation and Copper-Catalyzed Aerobic Oxidative Ring Expansion/Intramolecular Electrophilic Substitution of Indoles with Propargyl Alcohols: A Novel One-Pot Approach to Cyclopenta[c]quinolines.

ChemInform ◽  
2015 ◽  
Vol 46 (19) ◽  
pp. no-no
Author(s):  
G. Gangadhararao ◽  
Anasuyamma Uruvakilli ◽  
K. C. Kumara Swamy
2017 ◽  
Vol 129 (20) ◽  
pp. 5586-5589 ◽  
Author(s):  
Yoshihiko Yamamoto ◽  
Kei-ichiro Nishimura ◽  
Shota Mori ◽  
Masatoshi Shibuya

2017 ◽  
Vol 53 (49) ◽  
pp. 6601-6604 ◽  
Author(s):  
Wen-Bin Cao ◽  
Xue-Qiang Chu ◽  
Yu Zhou ◽  
Ling Yin ◽  
Xiao-Ping Xu ◽  
...  

Novel and efficient synthesis of eight-membered nitrogen heterocycles in one pot by copper-catalyzed oxidative ring expansion and intermolecular cyclization sequencing of indoles with amidines has been described.


Molecules ◽  
2021 ◽  
Vol 26 (14) ◽  
pp. 4265
Author(s):  
Victor Carramiñana ◽  
Ana M. Ochoa de Ochoa de Retana ◽  
Francisco Palacios ◽  
Jesús M. de los de los Santos

Several phosphorus-substituted N-acylated cyanoaziridines 2 and N-carbamoylated cyanoziridines 5 were prepared in good to high yields. N-Acylated cyanoaziridines 2 were used, after ring expansion, in an efficient synthesis of oxazoline derivative 3a and in a completely regio-controlled reaction in the presence of NaI. Conversely, N-carbamoyl cyanoaziridines 5 reacted with NaI to obtain a regioisomeric mixture of 2-aminocyanooxazolines 7. Mild acidic conditions can be used for the isomerization of N-thiocarbamoyl cyanoaziridine 6a into a 2-aminocyanothiazoline derivative 8a by using BF3·OEt2 as a Lewis acid. Likewise, a one pot reaction of NH-cyanoaziridines 1 with isocyanates obtained 2-iminocyanooxazolidines 9 regioselectively. This synthetic methodology involves the addition of isocyanates to starting cyanoaziridines to obtain N-carbamoyl cyanoaziridines 5, which after the ring opening, reacts with a second equivalent of isocyanate to give the final 2-imino cyanooxazolidines 9. In addition, the cytotoxic effect on the cell lines derived from human lung adenocarcinoma (A549) was also screened. 2-Iminooxazolidines 9 exhibited moderate activity against the A549 cell line in vitro. Furthermore, a selectivity towards cancer cells (A549) over non-malignant cells (MCR-5) was detected.


ChemInform ◽  
2015 ◽  
Vol 46 (13) ◽  
pp. no-no
Author(s):  
Trimurtulu Kotipalli ◽  
Donala Janreddy ◽  
Veerababurao Kavala ◽  
Chun-Wei Kuo ◽  
Ting-Shen Kuo ◽  
...  

Synfacts ◽  
2006 ◽  
Vol 2006 (11) ◽  
pp. 1138-1138
Author(s):  
Y. Li ◽  
G. Manickam ◽  
U. Siddappa

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