20443-04-3Relevant articles and documents
Fast hydrazone reactants: Electronic and acid/base effects strongly influence rate at biological pH
Kool, Eric T.,Park, Do-Hyoung,Crisalli, Pete
, p. 17663 - 17666 (2013)
Kinetics studies with structurally varied aldehydes and ketones in aqueous buffer at pH 7.4 reveal that carbonyl compounds with neighboring acid/base groups form hydrazones at accelerated rates. Similarly, tests of a hydrazine with a neighboring carboxylic acid group show that it also reacts at an accelerated rate. Rate constants for the fastest carbonyl/hydrazine combinations are 2-20 M-1 s-1, which is faster than recent strain-promoted cycloaddition reactions.
Sequential [3+2] annulation reaction of prop-2-ynylsulfonium salts and hydrazonyl chlorides: Synthesis of pyrazoles containing functional motifs
Shi, Tao,Wu, Zhaoxiao,Jia, Tingting,Zhang, Chong,Zeng, Linghui,Zhuang, Rangxiao,Zhang, Jiankang,Liu, Shourong,Shao, Jiaan,Zhu, Huajian
supporting information, p. 8460 - 8463 (2021/09/08)
A novel sequential [3+2] annulation reaction has been developed using prop-2-ynylsulfonium salts and hydrazonyl chlorides, affording a series of pyrazoles with functional motifs that can be post modified in the preparation of various drugs or drug candidates. Further transformation and gram-scale operations could also be achieved efficiently. This journal is