77420-65-6Relevant articles and documents
Indoline Catalyzed Acylhydrazone/Oxime Condensation under Neutral Aqueous Conditions
Zhou, Yuntao,Piergentili, Irene,Hong, Jennifer,Helm, Michelle P. Van Der,MacChione, Mariano,Li, Yao,Eelkema, Rienk,Luo, Sanzhong
supporting information, p. 6035 - 6040 (2020/10/02)
Acylhydrazones formation has been widely applied in materials science and biolabeling. However, their sluggish condensation rate under neutral conditions limits its application. Herein, indolines with electron-donating groups are reported as a new catalyst scaffold, which can catalyze acylhydrazone, hydrazone, and oxime formation via an iminium ion intermediate. This new type of catalyst showed up to 15-fold rate enhancement over the traditional anilinecatalyzed reaction at neutral conditions. The identified indoline catalyst was successfully applied in hydrogel formation.