HBr/TMSO/HFIP Mediated Chemoselective Modifications of Pyrrolo[2,1‐<i>a</i>]Isoquinolines

Abstract The combination of HBr, TMSO (tetramethylene sulfoxide) and HFIP (hexafluoroisopropanol) has been utilized in the modification of pyrrolo[2,1‐ a ]isoquinoline derivatives through bromination, dimerization and sulfenylation respectively. In these processes, HBr serves as the source of bromine and TMSO acts as an oxidant. HFIP also plays an essential role for the oxidative dimerization. Chemoselectivity can be easily controlled by adjusting the parameters such as reaction time, ratio of reagents and the addition of nucleophile.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2024-09-02
DOI
https://doi.org/10.1002/ajoc.202400323
Primary Topic
Synthesis and Characterization of Pyrroles
Type
article
Field-Weighted Citation Impact
0.00

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article

HBr/TMSO/HFIP Mediated Chemoselective Modifications of Pyrrolo[2,1‐a]Isoquinolines

Man Jiang, Jing Zhou
Asian Journal of Organic Chemistry
Synthesis and Characterization of Pyrroles
article

HBr/TMSO/HFIP Mediated Chemoselective Modifications of Pyrrolo[2,1‐a]Isoquinolines

Man Jiang, Jing Zhou
article en

Abstract

Abstract The combination of HBr, TMSO (tetramethylene sulfoxide) and HFIP (hexafluoroisopropanol) has been utilized in the modification of pyrrolo[2,1‐ a ]isoquinoline derivatives through bromination, dimerization and sulfenylation respectively. In these processes, HBr serves as the source of bromine and TMSO acts as an oxidant. HFIP also plays an essential role for the oxidative dimerization. Chemoselectivity can be easily controlled by adjusting the parameters such as reaction time, ratio of reagents and the addition of nucleophile.

Asian Journal of Organic ChemistryVol. 13(11)
Chongqing University of Arts and Sciences (CN)
National Natural Science Foundation of China, Chongqing University, Chongqing Municipal Education Commission, Chongqing University of Science and Technology
Openalex Percentile: Top 90%
Synthesis and Characterization of Pyrroles
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HBr/TMSO/HFIP Mediated Chemoselective Modifications of Pyrrolo[2,1‐<i>a</i>]Isoquinolines — Man Jiang, Jing Zhou · Asian Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS