Data di Pubblicazione:
2014
Citazione:
Reactivity of Propargylic Esters and 2-Vinylindoles under Gold Catalysis / V. Pirovano, M. Dell'Acqua, G. Abbiati, E. Rossi. ((Intervento presentato al 10. convegno SISOC - Spanish-Italian symposium on organic chemistry tenutosi a Firenze nel 2014.
Abstract:
Gold-catalyzed transformations involving propargylic esters have emerged as versatile
tool, allowing access to a variety of functional structures. Furthermore, due to their
easy and modular preparation they can be readily incorporated in the core of various
structures offering highly functionalized products and increasingly diverse reaction
manifolds. Considering these literature evidences as well as our report on the reactivity
of 2-vinylindoles and N-allenamides under gold(I) catalysis, we decided to test the
possibility of generating allenes in situ from propargylic esters and react them with 2-
vinylindoles. Thus, through a first 1,3-acyloxy migration, followed by [4+2]
cycloaddition reaction it was possible to synthetize a highly functionalized
tetrahydrocarbazoles derivatives with complete regio- and diasteroselectivity.
Tipologia IRIS:
14 - Intervento a convegno non pubblicato
Keywords:
vinylindoles; gold catalysis; propargylic esters; rearrangment; cycloaddition reactions
Elenco autori:
V. Pirovano, M. Dell'Acqua, G. Abbiati, E. Rossi
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