Nucleophilic Ortho Allylation of Aryl and Heteroaryl Sulfoxides
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- 作者：Andrew J. Eberhart ; Jason E. Imbriglio ; David J. Procter
- 刊名：Organic Letters
- 出版年：2011
- 出版时间：November 4, 2011
- 年：2011
- 卷：13
- 期：21
- 页码：5882-5885
- 全文大小：811K
- 年卷期：v.13,no.21(November 4, 2011)
- ISSN：1523-7052
文摘
Aryl and heteroaryl sulfoxides undergo ortho allylation upon treatment with Tf2O and allylsilanes. The method complements the use of sulfoxides to direct ortho-metalation and reaction with electrophiles as it allows allylic carbon nucleophiles to be added ortho to the directing group in a metal-free process. The versatile sulfide adducts can be selectively manipulated using various methods including Kumada鈥揅orriu cross-coupling of the organosulfanyl group.