Naphthoquinone-Directed C鈥揌 Annulation and Csp3鈥揌 Bond Cleavage: One-Pot Synthesis of Tetracyclic Naphthoxazoles
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- 作者：Meining Wang ; Chi Zhang ; Li-Ping Sun ; Chunyong Ding ; Ao Zhang
- 刊名：Journal of Organic Chemistry
- 出版年：2014
- 出版时间：May 16, 2014
- 年：2014
- 卷：79
- 期：10
- 页码：4553-4560
- 全文大小：421K
- 年卷期：v.79,no.10(May 16, 2014)
- ISSN：1520-6904
文摘
One-pot synthesis of tetracyclic naphthoxazole derivatives from electron-deficient naphthoquinones and alkynes was achieved via Rh(III)-catalyzed C鈥揌 activation and Csp3鈥揌 bond cleavage for the first time. This approach proceeds through a tandem cascade process involving substrate tautomerization, C鈥揌 activation, oxidative addition, cyclization, and aromatization. In addition, broad substrate scope, simple starting materials, and steric tolerance make this strategy of great practicality.