Allmann Tim Carlo, Moldovan Rares-Petru, Jones Peter G, Lindel Thomas
Institute of Organic Chemistry, Technical University Braunschweig, Hagenring 30, 38106 Braunschweig (Germany).
Institute of Inorganic and Analytical Chemistry, Technical University Braunschweig.
Chemistry. 2016 Jan 4;22(1):111-5. doi: 10.1002/chem.201503695. Epub 2015 Nov 27.
Reaction of pyrrole-2-carboxamides with Selectfluor in MeCN/water (4:1) affords 2-hydroxy-5-oxopyrrole-2-carboxamides in yields of up to 80 %. A variety of sensitive functional groups is tolerated, among them aldehydes and alkynes. The new method also works in the presence of allyl groups and appears to be superior to the use of singlet oxygen. Reaction of the monobrominated dihydropyrrolo[1,2-a]pyrazinone mukanadin C and its nonbrominated analogue afforded bicyclic hydroxypyrrolones. These compounds are interesting as they constitute a partial structure of the marine natural product oxocyclostylidol.
吡咯 -2- 甲酰胺与 Selectfluor 在乙腈/水（4:1）中反应，可得到产率高达80%的 2-羟基-5-氧代吡咯 -2- 甲酰胺。该反应能耐受多种敏感官能团，包括醛和炔烃。这种新方法在烯丙基存在的情况下也适用，并且似乎优于使用单线态氧。单溴代二氢吡咯并[1,2 -a]吡嗪酮木卡纳丁 C 及其未溴代类似物反应生成了双环羟基吡咯酮。这些化合物很有趣，因为它们构成了海洋天然产物氧环柱晶白霉素的部分结构。
