The Pd-catalyzed synthesis of benzofused carbo- and heterocycles through carbene migratory insertion/carbopalladation cascades with tosylhydrazonesElectronic supplementary information (ESI) available. See DOI: 10.1039/c5cc06348e

The Pd-catalyzed reaction between o -iodoallylbenzene and tosylhydrazones gives rise to indene derivatives through a process that involves a carbene migratory insertion followed by an intramolecular carbopalladation, with the formation of two C-C bonds on the same carbon atom. The same strategy has...

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Main Authors Paraja, Miguel, Carmen Pérez-Aguilar, M, Valdés, Carlos
Format Journal Article
LanguageEnglish
Published 29.10.2015
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Summary:The Pd-catalyzed reaction between o -iodoallylbenzene and tosylhydrazones gives rise to indene derivatives through a process that involves a carbene migratory insertion followed by an intramolecular carbopalladation, with the formation of two C-C bonds on the same carbon atom. The same strategy has also been applied for the synthesis of 2,3-disubstituted benzofurans and indenones by selecting the appropriate o -substituted iodoarene. Indenes and benzofurans are synthesized from tosylhydrazones and o -substituted aryliodides through a Pd-catalyzed carbene migratory insertion/intramolecular carbopalladation cascade reaction.
Bibliography:Electronic supplementary information (ESI) available. See DOI
10.1039/c5cc06348e
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc06348e