Elsevier

Tetrahedron Letters

Volume 50, Issue 17, 29 April 2009, Pages 1973-1976
Tetrahedron Letters

1-Bromo-2-(diphenylphosphinoyl)ethyne and 1-bromo-2-(p-tolylsulfinyl)ethyne: versatile reagents eventually leading to benzocyclotrimers

https://doi.org/10.1016/j.tetlet.2009.02.064Get rights and content

Abstract

The title compounds form Diels–Alder cycloadducts with a number of dienes, which can be transformed into vic-bromo(trimethylstannyl)olefins, ultimate precursors for the synthesis of benzocyclotrimers via copper-mediated cyclotrimerization. The overall result is a formal condensation of three diatomic carbons with three dienes.

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Acknowledgement

This work was co-funded by MIUR (Rome) within the national PRIN framework.

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