Homoallyl alcohol as an allylation reagent for termination of the Catellani–Lautens reaction via retro-allylation

Xueyan Du; Xiaozhe Yang; Han Wang; Xinguang Li; Murong Wang; Xiang Li; Ye Tao; Yaxing Yang; Xinqiang Tan; Feng Ren; Ping-Xin Zhou; Yong-Min Liang

doi:10.1039/D2QO01609E

Homoallyl alcohol as an allylation reagent for termination of the Catellani–Lautens reaction via retro-allylation†

Xueyan Du,‡^a Xiaozhe Yang,‡^a Han Wang,^a Xinguang Li,^a Murong Wang,^a Xiang Li,^a Ye Tao,^c Yaxing Yang,^c Xinqiang Tan,*^a Feng Ren,*^ab Ping-Xin Zhou

*^a and Yong-Min Liang

^d

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* Corresponding authors

^a School of Basic Medical Sciences, Xinxiang Medical University, Xinxiang, China
E-mail: zhoupingxin518@163.com, tanxq@xxmu.edu.cn, 1215377283@qq.com

^b Henan International Joint Laboratory of Immunity and Targeted Therapy for liver-intestinal Tumors, Xinxiang Medical University, Xinxiang, China

^c Department of Biochemistry, University of Texas Southwestern Medical Center, Dallas, USA

^d State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, China

Abstract

A palladium/norbornene-catalyzed ortho-amination/allylation of aryl iodides was developed for the construction of ortho-aminated allylbenzene by using N-benzoyloxyamine as the amination reagent and homoallyl alcohol as the allylation reagent. The reaction showed good functional group tolerance and broad substrate scope.

Organic Chemistry Frontiers

Homoallyl alcohol as an allylation reagent for termination of the Catellani–Lautens reaction via retro-allylation†

Abstract

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Homoallyl alcohol as an allylation reagent for termination of the Catellani–Lautens reaction via retro-allylation

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