A synthesis of acronycine

1970 ◽  
Vol 23 (9) ◽  
pp. 1881 ◽  
Author(s):  
J Hlubucek ◽  
E Ritchie ◽  
WC Taylor

Improved syntheses of certain O-and N-methyl derivatives of 1,3-dihydroxy-acridone are described. Thermal rearrangement of the appropriate 3-α,α-dimethyl-propargyl ethers in the series yields products which may be methylated to acronycine.

1968 ◽  
Vol 21 (1) ◽  
pp. 243 ◽  
Author(s):  
DJ Brown ◽  
T Lee

Thermal rearrangement of methyl, bromo, and nitro derivatives of 2- and 4-alkoxy-pyrimidines produced their N-alkyl isomers. These were identified by p.m.r. spectral comparison with synthetic specimens of unambiguous or proven structure. The rates for such isomerizations were measured conveniently by changes in ultraviolet spectra. The C-methyl derivatives rearranged more slowly than the parent alkoxypyrimidines, but the bromo, and especially the nitro, derivatives did so much more quickly. Among the derivatives of each methoxy-pyrimidine, the rate of rearrangement increased as the basic pKa value fell and as the methoxyl protons moved downfield, thus affording a qualitative correlation with properties reflecting the electronic effect of each substituent.


1982 ◽  
Vol 85 (1) ◽  
pp. 257-263 ◽  
Author(s):  
A. Graja ◽  
M. Przybylski ◽  
B. Butka ◽  
R. Swietlik

1974 ◽  
Vol 39 (11) ◽  
pp. 3109-3116 ◽  
Author(s):  
J. Šrogl ◽  
M. Janda ◽  
I. Stibor ◽  
V. Skála ◽  
P. Trška ◽  
...  

1972 ◽  
Vol 46 (4) ◽  
pp. 1734-1741 ◽  
Author(s):  
E. Darżynkiewicz ◽  
J.T. Kuśmierek ◽  
D. Shugar

1980 ◽  
Vol 9 (6) ◽  
pp. 611-612 ◽  
Author(s):  
Akinori Hasegawa ◽  
Takatoshi Yamaguchi ◽  
Michiro Hayashi

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