布朗斯特酸催化的靛红与吲哚嗪在水中的选择性傅克单烷基化反应。
Brønsted-acid-catalyzed selective Friedel-Crafts monoalkylation of isatins with indolizines in water.
机构信息
Laboratory of Synthesis of Natural Products and Drugs - Institute of Chemistry, University of Campinas, Rua Monteiro Lobato, S/N, 13083-970, Campinas, São Paulo, Brazil.
出版信息
Org Biomol Chem. 2020 Sep 30;18(37):7330-7335. doi: 10.1039/d0ob01714k.
PMID:32946540
Abstract
The controlled mono-addition of indolizines to isatins under very mild conditions is described. The reaction occurs in water using diphenylphosphate as the catalyst, which is dramatically accelerated by surfactant addition. 3-Hydroxy-3-indolizinyl-2-oxindole scaffolds were synthesized in up to >99% yield. Notably, in organic solvents only bis-addition products were observed.
摘要
本文描述了在非常温和的条件下吲哚嗪类化合物与色满酮的可控单加成反应。该反应在水中进行，使用磷酸二苯酯作为催化剂，表面活性剂的加入可显著加速反应。合成了高达>99%产率的 3-羟基-3-吲哚啉基-2-氧吲哚骨架。值得注意的是，在有机溶剂中仅观察到双加成产物。
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