Pd(0)-Catalyzed intramolecular arylative dearomatization of β-naphthols

被引：42

作者：

Xu, Ren-Qi ^{[1
]}

Yang, Ping ^{[1
]}

You, Shu-Li ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Univ Chinese Acad Sci, 345 Lingling Lu, Shanghai 200032, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2017年 / 53卷 / 54期

关键词：

CATALYTIC ASYMMETRIC DEAROMATIZATION; HYDROXYLATIVE PHENOL DEAROMATIZATION; ENANTIOSELECTIVE DEAROMATIZATION; OXIDATIVE DEAROMATIZATION; CONSTRUCTION; EFFICIENT; INDOLES; GOLD; ACCESS; SKELETON;

D O I：

10.1039/c7cc04022a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient Pd(0)-catalyzed intramolecular arylative dearomatization of beta-naphthols is described. Using Q-Phos as a ligand, the arylative dearomatization reaction proceeded smoothly affording excellent yields and chemoselectivity even when the catalyst loading was reduced to 0.1 mol%. This method offers an efficient access to a series of structurally diverse spirocarbocycles. Preliminary investigation indicates that an enantioselective reaction is feasible in the presence of a chiral phosphoramidite ligand.

引用

页码：7553 / 7556

页数：4

共 50 条

[21] Copper-Catalyzed Oxidative Dearomatization of 2-Naphthols via Etherification
Yi, Ji-Cheng
Wu, Zhi-Jie
You, Shu-Li
CHINESE JOURNAL OF CHEMISTRY, 2019, 37 (09) : 903 - 908
[22] PPh3AuTFA Catalyzed in the Dearomatization of 2-Naphthols with Allenamides
An, Juzeng
Lombardi, Lorenzo
Grilli, Stefano
Bandini, Marco
ORGANIC LETTERS, 2018, 20 (23) : 7380 - 7383
[23] Chiral N,N′-dioxide/Sc(OTf)3 complex-catalyzed asymmetric dearomatization of β-naphthols
Ge, Shulin
Kang, Tengfei
Lin, Lili
Zhang, Xiying
Zhao, Peng
Liu, Xiaohua
Feng, Xiaoming
CHEMICAL COMMUNICATIONS, 2017, 53 (86) : 11759 - 11762
[24] Organocatalyzed Intermolecular Asymmetric Allylic Dearomatization of Both α- and β-Naphthols
Yang, Binmiao
Zhai, Xuejie
Feng, Shubo
Hu, Dongyan
Deng, Yuhua
Shao, Zhihui
ORGANIC LETTERS, 2019, 21 (01) : 330 - 334
[25] Iridium-Catalyzed Intramolecular Asymmetric Allylic Dearomatization of Phenols
Wu, Qing-Feng
Liu, Wen-Bo
Zhuo, Chun-Xiang
Rong, Zi-Qiang
Ye, Ke-Yin
You, Shu-Li
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (19) : 4455 - 4458
[26] Recent Advances in the Catalytic Dearomatization of Naphthols
An, Juzeng
Bandini, Marco
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (27) : 4087 - 4097
[27] Rhodium-Catalyzed Asymmetric Allylic Dearomatization of β-Naphthols with gem-Difluorinated Cyclopropanes
Yang, Zi-Qi
Gong, Yiliang
Gu, Qing
You, Shu-Li
ACS CATALYSIS, 2025, 15 (05): : 4287 - 4293
[28] Organocatalytic asymmetric chlorinative dearomatization of naphthols
Yin, Qin
Wang, Shou-Guo
Liang, Xiao-Wei
Gao, De-Wei
Zheng, Jun
You, Shu-Li
CHEMICAL SCIENCE, 2015, 6 (07) : 4179 - 4183
[29] Ni-Catalyzed Allylic Dearomatization Reaction of β-Naphthols with Allylic Alcohols
Zhang, Hui-Jun
Gu, Qing
You, Shu-Li
ORGANIC LETTERS, 2020, 22 (08) : 3297 - 3301
[30] A copper catalyzed azidation and peroxidation of β-naphthols via an oxidative dearomatization strategy
Dhineshkumar, Jayaraman
Samaddar, Prasanjit
Prabhu, Kandikere Ramaiah
CHEMICAL COMMUNICATIONS, 2016, 52 (74) : 11084 - 11087

← 1 2 3 4 5 →