Addition Reactions of Vinyl Phenyl Ketone. VI. The Diene Synthesis

1940 ◽  
Vol 62 (3) ◽  
pp. 656-664 ◽  
Author(s):  
C. F. H. Allen ◽  
A. C. Bell ◽  
Alan Bell ◽  
James Van Allan
1934 ◽  
Vol 11 (1) ◽  
pp. 40-46 ◽  
Author(s):  
C. F. H. Allen ◽  
A. C. Bell

Methyl cyanoacctate, cyanoacetamide, and malonitrile readily add to vinyl phenyl ketone to give trimolecular products, while nitromethane gives a substance composed of one molecule of nitro compound and three molecules of unsaturated ketone. The reactions of the delta ketonic nitrile formed from the ester are described in detail; it is transformed into reduced pyridine derivatives, and a secondary open chain nitrile. The latter, in turn, is converted into pyridine and hydropyridine derivatives.


1932 ◽  
Vol 54 (2) ◽  
pp. 736-748 ◽  
Author(s):  
C. F. H. Allen ◽  
W. E. Barker

1933 ◽  
Vol 55 (7) ◽  
pp. 2953-2960 ◽  
Author(s):  
C. F. H. Allen ◽  
H. W. J. Cressman

1929 ◽  
Vol 51 (7) ◽  
pp. 2151-2157 ◽  
Author(s):  
Charles F. H. Allen ◽  
M. Philbrick Bridgess

1939 ◽  
Vol 17b (2) ◽  
pp. 75-88 ◽  
Author(s):  
C. F. H. Allen ◽  
C. G. Eliot ◽  
A. Bell

2,3-Diphenylbutadiene has been prepared and its behaviour in addition reactions investigated. It forms a 1,4-dibromide, a 1,4-monobromide by addition of one molecule of hydrogen bromide, is reducible to the saturated hydrocarbon, combines with oxides of nitrogen to form two isomeric dinitrobutenes, and couples with diazonium compounds. In the diene synthesis, products have been secured from maleic anhydride, acetylene dicarboxylic ester, quinone, and α-naphthoquinone. In so far as comparable reactions have been examined, 2,3-diphenylbutadiene resembles 2,3-dimethylbutadiene in the types of products formed by addition. Certain discrepancies recorded in the literature among related dibromides have been cleared up.


1935 ◽  
Vol 57 (7) ◽  
pp. 1322-1325 ◽  
Author(s):  
C. F. H. Allen ◽  
S. C. Overbaugh

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