Lehrstuhl für Organische Chemie I and Catalysis Research Center (CRC), Technische Universität München, Lichtenbergstr. 4, 85747 Garching, Germany.
Angew Chem Int Ed Engl. 2013 Jun 3;52(23):6080-3. doi: 10.1002/anie.201301154. Epub 2013 Apr 24.
The apparent and the real: What looks like a Friedel-Crafts alkylation reaction of electron-deficient pyrroles is actually a Pd(II)-catalyzed, norbornene-mediated C-H activation reaction, in which the alkylation of the pyrrole core occurs by reductive elimination. As well as ethyl-1H-pyrrole-2-carboxylate, several other 2,3-disubstituted pyrroles underwent the selective C5 alkylation in good yield.
看似富电子吡咯的 F-C 烷基化反应,实际上是 Pd(II)催化、降冰片烯介导的 C-H 活化反应,其中吡咯核的烷基化通过还原消除进行。除了乙酯-1H-吡咯-2-羧酸酯之外,还有几种其他 2,3-二取代吡咯以良好的收率进行了选择性 C5 烷基化。