CuI-Catalyzed Selenylation of Pyrrolo[2,1-<i>a</i>]isoquinolines and Other Electron-Rich Heteroarenes

We have established a mild CuI-catalyzed selenylation of pyrrolo[2,1-<i>a</i>]isoquinoline derivatives in the presence of <i>m</i>CPBA (<i>m</i>-chloroperoxybenzoic acid) at ambient temperature. Corresponding organoselenides have been prepared readily in 53-92% yields. This process can also be expanded to the modification of pyrroles, azaindole, and indoles, delivering the desired heterocyclic selenides in moderate to good yields.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-09-26
DOI
https://doi.org/10.1021/acs.joc.4c01462
Citations
9
Primary Topic
Organoselenium and organotellurium chemistry
Type
article
Field-Weighted Citation Impact
3.16

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article

CuI-Catalyzed Selenylation of Pyrrolo[2,1-a]isoquinolines and Other Electron-Rich Heteroarenes

Hai‐Lei Cui, Yun‐Meng Li, Yu Xin, Yang Liu et al.
9 citations
The Journal of Organic Chemistry
Organoselenium and organotellurium chemistry
3.16
article

CuI-Catalyzed Selenylation of Pyrrolo[2,1-a]isoquinolines and Other Electron-Rich Heteroarenes

Hai‐Lei Cui, Yun‐Meng Li, Yu Xin, Yang Liu, Man Jiang, Jing Zhou, Jiayi Han
article en
9 citations

Abstract

We have established a mild CuI-catalyzed selenylation of pyrrolo[2,1-<i>a</i>]isoquinoline derivatives in the presence of <i>m</i>CPBA (<i>m</i>-chloroperoxybenzoic acid) at ambient temperature. Corresponding organoselenides have been prepared readily in 53-92% yields. This process can also be expanded to the modification of pyrroles, azaindole, and indoles, delivering the desired heterocyclic selenides in moderate to good yields.

The Journal of Organic ChemistryVol. 89(19)
Chongqing University of Arts and Sciences (CN)
National Natural Science Foundation of China, Chongqing Municipal Education Commission
Openalex Percentile: Top 8%
Organoselenium and organotellurium chemistry
3.16
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