Novel ring transformation of 5-amino-4(3H)-pyrimidinones into imidazoles and imidazoles into a 1,2,4-triazine.
نویسندگان
چکیده
منابع مشابه
Convenient synthesis of 5-trifluoroacetylated imidazoles by ring transformation of mesoionic 1,3-oxazolium-5-olates.
Mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates (1), obtained from the reaction of N-acyl-N-alkylglycines (2) with trifluoroacetic anhydride, react with amidines to give 5-trifluoroacetylimidazoles (3) in moderate yield. The novel ring transformations of 1 into 3 occur via an initial attack of amidines on the C-2 position of the ring.
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We report the optimization of a neglected reaction for the rapid and direct conversion of oxazoles into N-substituted imidazoles. The utility of this microwave-promoted reaction for diversity-oriented synthesis is demonstrated in the preparation of >40 N-substituted imidazoles, including α-imidazolyl esters.
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15 صفحه اولStructural insight into activity enhancement and inhibition of H64A carbonic anhydrase II by imidazoles
Human carbonic anhydrases (CAs) are zinc metalloenzymes that catalyze the hydration and dehydration of CO2 and HCO3 (-), respectively. The reaction follows a ping-pong mechanism, in which the rate-limiting step is the transfer of a proton from the zinc-bound solvent (OH(-)/H2O) in/out of the active site via His64, which is widely believed to be the proton-shuttling residue. The decreased cataly...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1984
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.32.2863