Synthetic Route to Chiral Indolines via Ring-Opening/C鈥揘 Cyclization of Activated 2-Haloarylaziridines

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• 作者：Manas K. Ghorai ; Y. Nanaji
• 刊名：The Journal of Organic Chemistry
• 出版年：2013
• 出版时间：April 19, 2013
• 年：2013
• 卷：78
• 期：8
• 页码：3867-3878
• 全文大小：515K
• 年卷期：v.78,no.8(April 19, 2013)
• ISSN：1520-6904

文摘

A practical approach for the synthesis of 3-substituted indolines via regio- and stereoselective S_N2-type ring-opening of 2-(2-halophenyl)-N-tosylaziridines with heteroatomic nucleophiles (O, N, and S) followed by palladium-catalyzed intramolecular C鈥揘 cyclization is reported in excellent yields (up to >99%) and enantiomeric excess (ee 99%).