A Facile Reaction Involving Zwitterionic Intermediates for the Synthesis of 5-Hydroxy-2H-pyrrol-2-one Derivatives.
โ Scribed by Ming-Jin Fan; Bo Qian; Lian-Biao Zhao; Yong-Min Liang
- Publisher
- John Wiley and Sons
- Year
- 2007
- Weight
- 27 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0931-7597
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๐ SIMILAR VOLUMES
## Abstract The simple and environmentally friendly protocol allows the synthesis of fully functionalized title compounds as subunits of biologically active natural products.
## Abstract An effective route to novel 4โ(alkylamino)โ1โ(arylsulfonyl)โ3โbenzoylโ1,5โdihydroโ5โhydroxyโ5โphenylโ2__H__โpyrrolโ2โones **10** is described (__Schemeโ 2__). This involves the reaction of an enamine, derived from the addition of a primary amine **5** to 1,4โdiphenylbutโ2โyneโ1,4โdione,
## Abstract __N__โChloromethylphthalimide 1 and the potassium salt of pyrrole gave __N__โ(pyrrolโ1โylmethyl)pbthalimide 2. Reduction of 2 led to the hydroxyisoindolone 3. This hydroxylactam cyclized under acidic conditions to lead to a pyrroloimidazoloisoindolone 4 __via__ an acyliminium ion. Trans