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通过利用碘(III)反应性依次进行亲电N-H和C-H键活化实现吲哚合成。

Indole Synthesis through Sequential Electrophilic N-H and C-H Bond Activation Using Iodine(III) Reactivity.

作者信息

Fra Laura, Muñiz Kilian

机构信息

Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007, Tarragona, Spain.

Catalan Institution for Research and Advanced Studies (ICREA), Pg. Lluís Companys 23, 08010, Barcelona, Spain.

出版信息

Chemistry. 2016 Mar 18;22(13):4351-4. doi: 10.1002/chem.201504974. Epub 2016 Jan 19.

DOI:10.1002/chem.201504974
PMID:26690791
Abstract

An intramolecular approach towards the regioselective construction of 2,3-diarylated indoles is reported. The reaction follows an intramolecular electrophilic N-H and C-H bond functionalization between the aniline and acetylene. This methodology employs the concept of a traceless tether to provide access to the free 2,3-diarylated indole products comprising a total of 18 examples. Hypervalent iodine reagents were identified as suitable promoters and four different protocols are provided, including stoichiometric and catalytic transformations.

摘要

报道了一种用于区域选择性构建2,3-二芳基吲哚的分子内方法。该反应遵循苯胺和乙炔之间的分子内亲电N-H和C-H键官能化。这种方法采用无痕连接的概念,以获得总共18个实例的游离2,3-二芳基吲哚产物。高价碘试剂被确定为合适的促进剂,并提供了四种不同的方案,包括化学计量和催化转化。

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