Synthesis and Cross-Coupling Reactions of 7-Azaindoles via a New Donor-Acceptor Cyclopropane

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• 作者：Xiaomei Zheng ; Michael A. Kerr
• 刊名：Organic Letters
• 出版年：2006
• 出版时间：August 17, 2006
• 年：2006
• 卷：8
• 期：17
• 页码：3777 - 3779
• 全文大小：76K
• 年卷期：v.8,no.17(August 17, 2006)
• ISSN：1523-7052

文摘

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A new type of donor-acceptor cyclopropane has been prepared from commercially available cyclopropane-1,1-diesters. This cyclopropanereacts with triflic anhydride to produce an isolable tristrifloxy intermediate which when treated with primary amines gives 6-trifloxy-7-azaindolineswhich in turn can be dehydrogenated to the azaindoles. The 6-trifloxy substituent can be used to introduce diversity at this position via avariety of cross-coupling reactions thus preparing potentially interesting compounds based on the important 7-azaindole pharmacophore.