Divergent synthesis of alkylphosphonates-containing indanes and indenes via norbornene derivatives-controlled palladium-catalyzed three-component systems

Abstract

A palladium-catalyzed divergent three-component reaction employing norbornene derivatives as controlled switches toward phosphonates-containing indenes and indanes was established. When using norbornadiene, norbornene or 7-oxabenzonorbornadiene as substrate, alkylphosphonates-containing indanes were synthesized through a cascade [3+2] cyclization and alkylation of P(O)H process. Alternatively, oxanorbornadiene enabled the assembly of phosphonates-containing indenes via a subsequent retro-Diels-Alder reaction. Moreover, this strategy provides a new platform for the rapid construction of bis-alkylphosphonate functionalized diindane scaffolds.

Supplementary files

Article information

Article type
Communication
Submitted
23 Jun 2025
Accepted
02 Aug 2025
First published
04 Aug 2025

Chem. Commun., 2025, Accepted Manuscript

Divergent synthesis of alkylphosphonates-containing indanes and indenes via norbornene derivatives-controlled palladium-catalyzed three-component systems

Y. Zheng, M. Wu, S. Sun, Y. Zi, F. Sun and X. Wu, Chem. Commun., 2025, Accepted Manuscript , DOI: 10.1039/D5CC03545G

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