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

Zhengyu Han, Yu Xue, Xiang Li, Xinzhe Hu, Xiu Qin Dong, Jianwei Sun, Hai Huang*

*Corresponding author for this work

Research output: Contribution to journalJournal Articlepeer-review

5 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)8162-8169
Number of pages8
JournalOrganic and Biomolecular Chemistry
Volume21
Issue number40
DOIs
Publication statusPublished - 25 Sept 2023

Bibliographical note

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© 2023 The Royal Society of Chemistry

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