期刊
SYNTHESIS-STUTTGART
卷 55, 期 12, 页码 1799-1823出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/a-2039-7985
关键词
anilines; C-H arylation; regioselectivity; catalysis; directing groups
This review article presents and discusses the regioselectivity of the direct arylation reactions of anilines, focusing on the ortho, meta, and para positions. These reactions provide a straightforward method for the synthesis of arylated anilines without prefunctionalization. The factors influencing the reactivity and selectivity of these reactions are also emphasized.
Anilines selectively arylated at their ortho, meta or para positions are useful building blocks in synthesis and have found applications in many areas. The most straightforward method for their synthesis relies on the direct arylation of a C(sp(2))-H bond of anilines, an attractive strategy avoiding the prefunctionalization of the starting anilines provided that such arylations proceed with high levels of regioselectivity. Such reactions are presented and discussed, in a comprehensive manner, in this review article, with an emphasis on the regioselectivity of the processes and factors governing both the reactivity and selectivity. 1 Introduction 2 ortho-Arylation of Anilines 2.1 Direct C(sp2)-H ortho-Arylation of Anilines 2.2 Directed C(sp2)-H ortho-Arylation of Anilines 3 meta-Arylation of Anilines 4 para-Arylation of Anilines 4.1 Direct C(sp2)-H para-Arylation of Anilines via Oxidative Radical Homodimerization 4.2 Direct C(sp2)-H para-Arylation of Anilines via Transition-Metal Catalysis 5 Conclusion and Outlook
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