使用磺酰胺的芳基化反应：通过串联酰化-Smiles重排合成苯乙酰胺。
Arylation Using Sulfonamides: Phenylacetamide Synthesis through Tandem Acylation-Smiles Rearrangement.
作者信息
Barlow Helen L, Rabet Pauline T G, Durie Alastair, Evans Tim, Greaney Michael F
机构信息
School of Chemistry , University of Manchester , Oxford Road , Manchester M13 9PL , United Kingdom.
出版信息
Org Lett. 2019 Nov 15;21(22):9033-9035. doi: 10.1021/acs.orglett.9b03429. Epub 2019 Nov 1.
PMID:31674791
Abstract
A range of electron-poor and heterocyclic sulfonamides react with phenylacetyl chlorides to produce benzhydryl derivatives in a single step. The reaction proceeds via tandem amide bond formation/Dohmori-Smiles rearrangement under the simple conditions of an aqueous base. In the case of -nosylamides, a further reaction takes place at the nitro group to yield indazoles.
摘要
一系列缺电子的杂环磺酰胺与苯乙酰氯反应，一步生成二苯甲基衍生物。该反应在水相碱的简单条件下通过串联酰胺键形成/多森里-斯迈尔斯重排进行。对于- Nosyl酰胺，硝基会进一步发生反应生成吲唑。
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