Literature DB >> 31452372

Cyclic Vinyl(aryl)iodonium Salts: Synthesis and Reactivity.

Konrad Kepski1, Craig R Rice1, Wesley J Moran1.   

Abstract

A convenient, highly regioselective synthesis of five-membered cyclic vinyl(aryl)iodonium salts directly from β-iodostyrenes is presented. An X-ray crystal structure confirms the identity of these heterocycles. These λ3-iodanes can be converted rapidly into functionalized arylacetylenes by treatment with mild base or undergo SNV reactions with nonbasic nucleophiles.

Entities:  

Year:  2019        PMID: 31452372     DOI: 10.1021/acs.orglett.9b02540

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Highly Reactive Cyclic Monoaryl Iodoniums Tuned as Carbene Generators Couple with Nucleophiles under Metal-Free Conditions.

Authors:  Haiwen Wang; Liyun Liang; Zhirong Guo; Hui Peng; Shuang Qiao; Nemai Saha; Daqian Zhu; Wenbin Zeng; Yunyun Chen; Peng Huang; Shijun Wen
Journal:  iScience       Date:  2020-06-23

2.  Electrophilic Vinylation of Thiols under Mild and Transition Metal-Free Conditions.

Authors:  Laura Castoldi; Ester Maria Di Tommaso; Marcus Reitti; Barbara Gräfen; Berit Olofsson
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-15       Impact factor: 15.336

  2 in total

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