59772-96-2Relevant articles and documents
Iron-catalyzed oxidative dehydrogenative coupling of ethers with aryl tetrazoles
Zhu, Kai-Qiang,Wang, Liang,Chen, Qun,He, Ming-Yang
, p. 4943 - 4946 (2015)
Abstract An iron-catalyzed oxidative dehydrogenative coupling of ethers with aryl tetrazoles has been developed. A wide variety of tetrazoles and ethers survived the reaction conditions to deliver the corresponding hemiaminal derivatives in moderate to go
Alkylation of 5-Substituted Tetrazoles with Various Alcohols in 1,2-Dichloroethane in the Presence of BF3·Et2O
Egorov, S. A.,Ishchenko, M. A.,Ivanova, V. I.,Prokopovich, Ya. V.
, p. 1196 - 1203 (2020/10/02)
Abstract: The alkylation of 1H-tetrazole, 5-methyl-1H-tetrazole, and 5-phenyl-1H-tetrazole with primary, secondary, and tertiary alcohols, including benzylic and allylic ones, have been studied in 1,2-dichloroethane in the presence of boron trifluoride–diethyl ether complex. Neither primary nor secondary saturated alcohols alkylated tetrazoles in the given system. Tertiary alcohols such tert-butyl alcohol and adamantan-1-ol reacted with unsubstituted and 5-substituted tetrazoles to give 70–85% of the corresponding 2-alkyl-5-R-tetrazoles with high regioselectivity. The alkylation of 1H-tetrazole with benzyl alcohol afforded 55% of 2-benzyl-2H-tetrazole as the only product. The alkylation of 1H-tetrazole with various allylic alcohols led to the formation of mixtures of 2-alkyl-2H-tetrazoles with isomeric alkyl substituents.
Alkylation of 5-substituted NH-tetrazoles by alcohols in the superacid CF3SO3H
Lisakova, Anna D.,Ryabukhin, Dmitry S.,Trifonov, Rostislav E.,Ostrovskii, Vladimir A.,Vasilyev, Aleksander V.
supporting information, p. 7020 - 7023 (2015/11/27)
Reactions of 5-substituted NH-tetrazoles with alcohols in the superacid CF3SO3H have been studied. Both the structure of the tetrazole and the nature of alcohol were found to dramatically influence the selectivity of the reaction and yields of products. Tetrazoles bearing phenyl, electron-donating aryl, or benzyl groups at the 5-position, have been alkylated using various alcohols (including MeOH and EtOH) in CF3SO3H upon heating at 60 °C for 0.3-12 h to afford 2-alkyl-2H-tetrazoles in 30-98% yields.