Lewis Acid Catalyzed Cascade Reaction to Carbazoles and Naphthalenes via Dehydrative [3 + 3]-Annulation

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• 作者：Shaoyin Wang ; Zhuo Chai ; Yun Wei ; Xiancui Zhu ; Shuangliu Zhou ; Shaowu Wang
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：July 3, 2014
• 年：2014
• 卷：16
• 期：13
• 页码：3592-3595
• 全文大小：333K
• ISSN：1523-7052

文摘

A novel Lewis acid catalyzed dehydrative [3 + 3]-annulation of readily available benzylic alcohols and propargylic alcohols was developed to give polysubstituted carbazoles and naphthalenes in moderate to good yields with water as the only byproduct. The reaction was presumed to proceed via a cascade process involving Friedel鈥揅rafts-type allenylation, 1,5-hydride shift, 6蟺-eletrocyclization, and Wagner鈥揗eerwein rearrangement.