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-]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.
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