ACID-CATALYZED <i>TERT</i>-BUTYLATION OF 3-NITRO-5R-1,2,4-TRIAZOLES WITH METHYL-<i>TERT</i>-BUTYL ETHER
The acid-catalyzed tert -butylation of 3-nitro-5r-1,2,4-triazoles with methyl- tert -butyl ether was studied herein. The reaction was found to proceed in a regioselective fashion at the N 1 position of the nitrotriazole heterocycle. A series of N 1-substituted tert -butyl-3-nitro-5R-1,2,4-triazoles with different substituents on the cyclic carbon atom were consequently synthesized. The presence of electron-donating alkyl substituents in the nitrotriazole ring resulted in a reduced yield of their tert -butylation products.