Synthesis of 2,2′-Dihalobiaryls via Cu-Catalyzed Halogenation of Cyclic Diaryliodonium Salts

被引：22

作者：

Zhu, Kai ^{[1
]}

Song, Zongqiang ^{[1
]}

Wang, Yi ^{[1
]}

Zhang, Fengzhi ^{[1
]}

机构：

[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 23期

关键词：

AXIALLY CHIRAL BIARYLS; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; DEHYDRODIMERIZATION; REACTIVITY;

D O I：

10.1021/acs.orglett.0c03614

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report an efficient method for the preparation of various 2,2'-dihalobiaryls from cyclic diaryliodonium salts. With cheap halogen sources as starting materials, a broad range of 2,2'-diiodobiaryls, 2-bromo-2'-iodobiaryls, and 2-chloro-2'-iodobiaryls were obtained under mild reaction conditions. More importantly, a chiral copper-bisoxazoline catalyst system was further developed for the preparation of axially chiral 2,2'-dihalobiaryls in excellent yields and enantioselectivities, which can serve as versatile precursors for the synthesis of various chiral ligands.

引用

页码：9356 / 9359

页数：4

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