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...

Full description

Saved in:
Bibliographic Details
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
Subjects:
Cycloaddition
Dipoles
Indoles
Stereoselectivity
Substitution reactions
Zwitterions
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob01451g