Hexafluoroisopropanol-enabled copper-catalyzed asymmetric halogenation of cyclic diaryliodoniums for the synthesis of axially chiral 2,2′-dihalobiaryls

Ke，Jie; Zu，Bing; Guo，Yonghong; Li，Yingzi; He，Chuan

2021

10.1021/acs.orglett.0c03833

ORGANIC LETTERS   影响因子和分区

1523-7060

1523-7052

An efficient asymmetric halogenation of cyclic diaryliodonium salts is demonstrated, which gives access to a wide range of axially chiral 2,2′-dihalobiaryls in good to excellent yields and with excellent enantioselectivities. The use of CuX with chiral bisoxazoline ligand and tetrabutylammonium halides in the unique solvent of hexafluoroisopropanol (HFIP) led to the best results in the process. The axially chiral 2 2′-dihalobiaryls can be transformed into a number of enantiopure chiral ligands that could be potentially useful in asymmetric catalysis.

SCI

英语

NI期刊

第一 ; 通讯

Shenzhen Science and Technology Innovation Committee[JCYJ20190809142809370] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002]

Chemistry

Chemistry, Organic

WOS:000643163800015

AMER CHEMICAL SOC

CHEMISTRY

2-s2.0-85099088982

Scopus

Shenzhen Grubbs Institute,Department of Chemistry,Guangdong Provincial Key Laboratory of Catalysis,Southern University of Science and Technology,Shenzhen, Guangdong,518055,China

Ke，Jie,Zu，Bing,Guo，Yonghong,等. Hexafluoroisopropanol-enabled copper-catalyzed asymmetric halogenation of cyclic diaryliodoniums for the synthesis of axially chiral 2,2′-dihalobiaryls[J]. ORGANIC LETTERS,2021,23(2).

Ke，Jie,Zu，Bing,Guo，Yonghong,Li，Yingzi,&He，Chuan.(2021).Hexafluoroisopropanol-enabled copper-catalyzed asymmetric halogenation of cyclic diaryliodoniums for the synthesis of axially chiral 2,2′-dihalobiaryls.ORGANIC LETTERS,23(2).

Ke，Jie,et al."Hexafluoroisopropanol-enabled copper-catalyzed asymmetric halogenation of cyclic diaryliodoniums for the synthesis of axially chiral 2,2′-dihalobiaryls".ORGANIC LETTERS 23.2(2021).