Sonication and aluminum amalgam in the leimgruber-batcho reaction. An improved preparation of 6-aminoindole

FD Toste, IWJ Still

文献索引：Toste, F. Dean; Still, I. W. J. Organic Preparations and Procedures International, 1995 , vol. 27, # 5 p. 576 - 579

全文：HTML全文

被引用次数: 10

摘要

Since its introduction some 20 years ago, the Leimgruber-Batcho indole synthesis has enjoyed great success in the preparation of ring A substituted indoles.'. 2 In general, the reaction involves condensation of the appropriate o-nitrotoluene 1 with dimethylformamide dimethyl acetal (DMFDMA) to afford the anticipated P-dimethylamino-2-nitrostyrene 2. Conversion of the intermediate nitroenamine into the indole 3 requires selective reduction ...