A Synthetic Route to 2-Alkyl Indoles via Thiophenol-Mediated Ring-Opening of N-Tosylaziridines Followed by Copper Powder-Mediated C鈥揘 Cyclization/Aromatization
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- 作者：Masthanvali Sayyad ; Yerramsetti Nanaji ; Manas K. Ghorai
- 刊名：Journal of Organic Chemistry
- 出版年：2015
- 出版时间：December 18, 2015
- 年：2015
- 卷：80
- 期：24
- 页码：12659-12667
- 全文大小：505K
- ISSN：1520-6904
文摘
A simple strategy for the syntheses of 2-alkyl indoles via regioselective ring-opening of 2-(2-haloaryl)-3-alkyl-N-tosylaziridines with thiophenol, followed by copper powder-mediated intramolecular C鈥揘 cyclization and subsequent aromatization by the elimination of thiophenol, with good yields is described. Utilizing this protocol, 2-carboxyindole has been synthesized easily.