4770-38-1Relevant 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.
FURTHER OBSERVATIONS ON THE LEWIS ACID-CATALYZED BENZYLIC HYDROPEROXIDE REARRANGEMENT: USE OF A BORON-TRIFLUORIDE/HYDROGEN PEROXIDE PREFORMED, AGED REAGENT
Boger, Dale L.,Coleman, Robert S.
, p. 1027 - 1030 (2007/10/02)
A preformed, aged reagent derived from boron trifluoride etherate and 90percent hydrogen peroxide (2:1-4:1 complex) has been found to be a useful reagent for promoting the benzylic hydroperoxide rearrangement of readily oxidizable substrates bearing a free, basic amine.The use of this procedure for introduction of the C-4 phenol of the C-4/C-5 selectively-protected o-catechol unit found in PDE-I and PDE-II, naturally-occuring phosphodiesterase inhibitors constituting the central and right-hand segments of the antitumor-antibiotic CC-1065, is detailed.
