102276-46-0Relevant academic research and scientific papers
Hypervalent iodine-mediated synthesis of benzoxazoles and benzimidazoles via an oxidative rearrangement
Zhang, Xiaohui,Huang, Ruofeng,Marrot, Jér?me,Coeffard, Vincent,Xiong, Yan
, p. 700 - 708 (2015)
A Beckmann-type rearrangement of o-hydroxy and o-aminoaryl N-H ketimines has been developed to prepare benzoxazoles and N-Ts benzimidazoles, respectively. The ketimine derivatives were easily prepared by condensation of ammonia with the corresponding ketones and (diacetoxyiodo)benzene was found to act as an efficient oxidant to trigger the [1,2]-aryl migration towards the formation of the desired heterocycles. Depending on the substitution pattern, the results revealed another mechanistic pathway through which benzisoxazoles or 1H-indazoles could be formed. The Beckmann-type rearrangement strategy was applied to the synthesis of benzimidazole-containing biorelevant targets such as chlormidazole and clemizole.
Palladium-catalyzed C-H activation/intramolecular amination reaction: A new route to 3-aryl/alkylindazoles
Inamoto, Kiyofumi,Saito, Tadataka,Katsuno, Mika,Sakamoto, Takao,Hiroya, Kou
, p. 2931 - 2934 (2008/02/07)
A method for the catalytic C-H activation of hydrazone compounds followed by intramolecular amination is described. It requires the use of a catalytic amount of Pd(OAc)2 in the presence of Cu(OAc)2 and AgOCOCF3, which effi
The Relationship Between Structure and Stability of Hydrazinesulfonamides
Knollmueller, Max,Fauss, Rudolf
, p. 1027 - 1040 (2007/10/02)
Syntheses of twenty new hydrazinesulfonamides are described, and structure-stability relationships and decomposition-mechanisms of these compounds are discussed. - Keywords: Structure-stability relationship; Decomposition-mechanisms
