Ring Cleavage Reactions

2005 ◽  
Vol 70 (12) ◽  
pp. 2075-2085 ◽  
Author(s):  
Jiří Kroutil ◽  
Klára Jeništová

Aziridine ring cleavage reactions of five N-nosylepimines (2-6) having D-talo, D-galacto, D-manno, and D-allo configurations with potassium hydrogendifluoride under various reaction conditions have been performed. The cleavage regioselectively afforded diaxial isomers of vicinal amino-fluoro derivatives of 1,6-anhydro-β-D-gluco- and mannopyranose 7-11 in 51-94% yields. Removal of 2-nitrobenzenesulfonyl protecting group with benzenethiol has been attempted in the case of compound 10.


1975 ◽  
Vol 30 (7-8) ◽  
pp. 603-605 ◽  
Author(s):  
Nazmi Abdel Latif Kassab ◽  
Abdel Hamid Harhash ◽  
Sanna Osman Abd Allah

The 5-arylazo-1-methyl-2-benzyl-2-imidazolin-4-ones (1 a-c) undergo ring cleavage with 1% aqueous sodium hydroxide solution affording α-arylhydrazono-phenacetyl-sarcosine amide (2). Prolonged heating of 1 and 2 with the same reagent yields the cyanamide (3). On the other hand, when 1 a-c were refluxed with acetic acid the triazinones (4) were obtained. The latter adds one mole of Grignards reagent to yield the 5-hydroxy-1,2,4-triazine derivatives (5).


1999 ◽  
Vol 153 (1) ◽  
pp. 427-428
Author(s):  
Wim Dehaen ◽  
Marieke Voets ◽  
Mario Smet ◽  
Stefan Smeets

2012 ◽  
Vol 18 (43) ◽  
pp. 13585-13588 ◽  
Author(s):  
Nora Heinrich ◽  
Anthony C. Willis ◽  
Ian A. Cade ◽  
Junming Ho ◽  
Michelle L. Coote ◽  
...  

1961 ◽  
Vol 26 (2) ◽  
pp. 444-446 ◽  
Author(s):  
RAYMOND R. WITTEKIND ◽  
JANET D. ROSENAU ◽  
GEORGE I. POOS

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