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镍催化的β-萘酚与烯丙醇的烯丙基脱芳构化反应

Ni-Catalyzed Allylic Dearomatization Reaction of β-Naphthols with Allylic Alcohols.

作者信息

Zhang Hui-Jun, Gu Qing, You Shu-Li

机构信息

School of Chemistry and Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.

出版信息

Org Lett. 2020 Apr 17;22(8):3297-3301. doi: 10.1021/acs.orglett.0c01109. Epub 2020 Apr 3.

Abstract

Ni-catalyzed intermolecular allylic dearomatization reaction of β-naphthols with allylic alcohols was achieved. By utilizing Ni(cod) as a catalyst precursor, DPEphos as a ligand and 4 Å molecular sieves as additives, the dearomatization reaction of β-naphthols with aryl allylic alcohols proceeded smoothly under mild conditions, affording the desired β-naphthalenone products bearing a quaternary carbon center in moderate to good yields with excellent linear selectivity.

摘要

实现了镍催化的β-萘酚与烯丙醇的分子间烯丙基去芳构化反应。以Ni(cod)为催化剂前体、DPEphos为配体、4 Å分子筛为添加剂,β-萘酚与芳基烯丙醇的去芳构化反应在温和条件下顺利进行,以中等至良好的产率得到了具有季碳中心的所需β-萘醌产物,线性选择性优异。

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