Synthesis of non-C2 symmetrical NOBIN-type biaryls through a cascade N-arylation and [3,3]-sigmatropic rearrangement from O-arylhydroxylamines and diaryliodonium salts

被引:8
作者
Liu, Fengting [1 ]
Wang, Min [1 ]
Qu, Jiatong [1 ]
Lu, Haifeng [1 ]
Gao, Hongyin [1 ]
机构
[1] Shandong Univ, Key Lab Colloid & Interface Chem, Minist Educ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H FUNCTIONALIZATION; ENANTIOSELECTIVE ALPHA-ARYLATION; METAL-FREE SYNTHESIS; ONE-POT SYNTHESIS; FACILE SYNTHESIS; PHENOXYACETAMIDES; DERIVATIVES; EFFICIENT; MILD; BOND;
D O I
10.1039/d1ob00636c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We developed herein a regioselective construction of non-C-2 symmetrical NOBIN-type biaryls through a cascade N-arylation and [3,3]-sigmatropic rearrangement from O-arylhydroxylamines and diaryliodonium salts under mild conditions. The employment of copper salt could inhibit the further O-arylation of the newly formed biaryl products, otherwise, O-arylated NOBIN-type products were furnished in moderate to good isolated yields. The products of this protocol can be further converted into highly valuable functional molecules and heterocycles.
引用
收藏
页码:7246 / 7251
页数:6
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