Modification of Pyrroloisoquinolines with 2‐Bromoketones and Dimethyl Sulfoxide through Bromination

Bromination of various dihydropyrrolo[2,1‐a]isoquinolines have been reached in moderate to good yields by the use of alkylacyl bromides and dimethyl sulfoxide as brominating reagent. Other N‐containing heterocycles of interest such as pyrrolo[2,1‐a]isoquinoline and multisubstituted pyrroles can also...

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Published in:Asian journal of organic chemistry 2022-08, Vol.11 (8), p.n/a
Main Authors: Chen, Xiao‐Hui, Li, Wan‐Zhen, Zhang, Wei, Wang, Zhao‐Dong, Cui, Hai‐Lei
Format: Article
Language:English
Subjects:
2-Bromo-1-cyclopropylethanone
Bromides
Bromination
Bromoarene
Dihydropyrrolo[2,1-a]isoquinoline
Dimethyl sulfoxide
Organic chemistry
Pyrroles
Reagents
Sulfoxides
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description Bromination of various dihydropyrrolo[2,1‐a]isoquinolines have been reached in moderate to good yields by the use of alkylacyl bromides and dimethyl sulfoxide as brominating reagent. Other N‐containing heterocycles of interest such as pyrrolo[2,1‐a]isoquinoline and multisubstituted pyrroles can also be brominated successfully under the current reaction system. Distinct reactivities between alkylacyl and arylacyl bromides resulting in bromination and dicarbonylation respectively have been investigated. Bromination of various dihydropyrrolo[2,1‐a]isoquinolines and interesting N‐heterocycles has been achieved in moderate to good yields by the use of 2‐bromo‐1‐cyclopropylethanone and dimethyl sulfoxide as brominating reagents.
doi_str_mv 10.1002/ajoc.202200342
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subjects 2-Bromo-1-cyclopropylethanone
Bromides
Bromination
Bromoarene
Dihydropyrrolo[2,1-a]isoquinoline
Dimethyl sulfoxide
Organic chemistry
Pyrroles
Reagents
Sulfoxides
title Modification of Pyrroloisoquinolines with 2‐Bromoketones and Dimethyl Sulfoxide through Bromination
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