Indoline Catalyzed Acylhydrazone/Oxime Condensation under Neutral Aqueous Conditions
作者:Yuntao Zhou、Irene Piergentili、Jennifer Hong、Michelle P. van der Helm、Mariano Macchione、Yao Li、Rienk Eelkema、Sanzhong Luo
DOI:10.1021/acs.orglett.0c02128
日期:2020.8.7
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 aniline-catalyzed reaction at neutral conditions. The identified
酰基hydr的形成已广泛应用于材料科学和生物标记中。然而,它们在中性条件下的凝结速率缓慢,限制了其应用。在本文中,具有电子给体基团的二氢吲哚被报道为新的催化剂支架,其可以通过亚胺离子中间体催化酰基hydr,和肟的形成。在中性条件下,这种新型催化剂显示出比传统苯胺催化反应高出15倍的速率增强。鉴定出的二氢吲哚催化剂已成功应用于水凝胶的形成。