Studies on the [4 + 2] cycloaddition and allylic substitution of indole-fused zwitterionic π-allylpalladium

The zwitterionic π-allylpalladium species, also known as dipoles, are important synthons widely used in various reactions including cycloaddition and allylic substitution. This study reported the development of a new indole-fused zwitterionic π-allylpalladium precursor compound and its application i...

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Published in:Organic & biomolecular chemistry 2023-10, Vol.21 (4), p.8162-8169
Main Authors: Han, Zhengyu, Xue, Yu, Li, Xiang, Hu, Xinzhe, Dong, Xiu-Qin, Sun, Jianwei, Huang, Hai
Format: Article
Language:English
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Cycloaddition
Dipoles
Indoles
Stereoselectivity
Substitution reactions
Zwitterions
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cited_by cdi_FETCH-LOGICAL-c314t-6f37cded811f30b43d618274a655a0a12bbb02af716bc93e160bf4bf0b56c27e3
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description The zwitterionic π-allylpalladium species, also known as dipoles, are important synthons widely used in various reactions including cycloaddition and allylic substitution. This study reported the development of a new indole-fused zwitterionic π-allylpalladium precursor compound and its application in [4 + 2] cycloaddition and allylic substitution reactions. As a result, the synthesis of pyrrolo[3,2,1- ij ]quinazolin-3-one and 7-vinyl indole compounds was achieved with moderate to good yields. Notably, the allylic substitution reaction exhibited excellent regio- and stereoselectivity. A new kind of indole-fused zwitterionic π-allylpalladium precursor compound has been designed and synthesized.
doi_str_mv 10.1039/d3ob01451g
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source Royal Society of Chemistry:Jisc Collections:Royal Society of Chemistry Read and Publish 2022-2024 (reading list)
subjects Cycloaddition
Dipoles
Indoles
Stereoselectivity
Substitution reactions
Zwitterions
title Studies on the [4 + 2] cycloaddition and allylic substitution of indole-fused zwitterionic π-allylpalladium
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