Yb(OTf)₃-promoted effective benzylation and allylation with N-tosyl amino group as a stable leaving group

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• 作者：Jinqian Liu ; Limin Wang ; ^{wanglimin@ecust.edu.cn} ; Xingzhou Zheng ; Aili Wang ; Mengyun Zhu ; Jianjun Yu ; Qiang Shen
• 关键词：Benzylation and allylation ; Alkylation ; Yb(OTf)3 ; 1 ; 3-dicarbonyl compounds ; N-tosyl amino group
• 刊名：Tetrahedron Letters
• 出版年：2012
• 出版时间：4 April, 2012
• 年：2012
• 卷：53
• 期：14
• 页码：1843-1846
• 全文大小：2534 K

文摘

A simple, inexpensive, environmentally friendly, and highly efficient benzylation and allylation of 1,3-dicarbonyl compounds with sulfonamides in the presence of Yb(OTf)₃ is described. Yb(OTf)₃ was proved to be a good catalyst for the cleavage of sp³ carbon-nitrogen bond. Various 1,3-dicarbonyl compounds can couple with a broad range of tosyl-activated benzylic and allylic amines to give diversely functionalized products in good to excellent yields.