Trifluoroacetic acid catalysed Claisen rearrangement of 5-allyloxy-2-hydroxybenzoic acid and esters: an efficient synthesis of (±)-mellein

Author(s):  
Laurence M. Harwood
ChemInform ◽  
2014 ◽  
Vol 45 (28) ◽  
pp. no-no
Author(s):  
B. V. Subba Reddy ◽  
R. Nageshwar Rao ◽  
N. Siva Senkar Reddy ◽  
R. Somaiah ◽  
J. S. Yadav ◽  
...  

2013 ◽  
Vol 8 (8) ◽  
pp. 1934578X1300800
Author(s):  
Dandan Xu ◽  
Ying Nie ◽  
Xizhou Liang ◽  
Ling Ji ◽  
Songyuan Hu ◽  
...  

The concise, efficient synthesis of α-mangostin is described in eight simple steps with 8.3% overall yield. Highlights include a practical approach to construct the isopentene groups and other diverse groups at C–2 and C–8 of the xanthene skeleton through Claisen rearrangement and Wittig reaction. Meanwhile the first total synthesis of β-mangostin is presented with a similar approach.


2002 ◽  
Vol 55 (4) ◽  
pp. 287 ◽  
Author(s):  
L. W. Deady ◽  
D. Ganame ◽  
N. H. Quazi ◽  
S. D. Zanatta

The reaction of N-(pyridin-3-yl) and -4-yl thiourea derivatives with malonyl dichloride in trifluoroacetic acid is shown to be an efficient synthesis of the corresponding thiobarbituric acids. The pyridin-2-yl analogue cleaved and produced, instead, 2-hydroxy-4H-pyrido[1,2a]pyrimidin-4-one.


2021 ◽  
Vol 18 ◽  
Author(s):  
D.E. Prasada Rao ◽  
M. David Raju ◽  
J. Surendra ◽  
A. Vasu Babu ◽  
P. Eswaraiah ◽  
...  

An efficient synthetic route for the novel bis-imdizo[1,2-a]pyridine-3-yl)methane (2a-k) derivatives have been developed using acetic acid and two drops of trifluoroacetic acid at 40-45oC, resulting in 60-72% yields. An attempt to synthesize bis(Imidazo[1,2-a]pyridin-3-yl)methyl chloride derivatives by the reaction between two moles of imidazo[1,2-a]pyridine, one mole of chloroacetaldehyde in acetic acid, and two drops of trifluoroacetic acid was not successful, instead underwent dehydrohalogenation to yield vinyl derivatives (4a-d).


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