Issue 6, 2017

Gold-catalyzed sequential annulations towards 3,4-fused bi/tri-cyclic furans involving a [3+2+2]-cycloaddition

Abstract

A gold-catalyzed sequential annulation reaction to prepare 3,4-fused bicyclic furan compounds has been realized by employing 2-(1-alkynyl)-2-alken-1-ones and 1,3,5-triazines as the starting materials under mild reaction conditions. This protocol features multiple bond formation in a single operation with the incorporation of two nitrogen and two carbon atoms into the final products. A mechanistic investigation reveals that the sequential annulations involved an unprecedented stepwise [3+2+2]-cycloaddition.

Graphical abstract: Gold-catalyzed sequential annulations towards 3,4-fused bi/tri-cyclic furans involving a [3+2+2]-cycloaddition

Supplementary files

Article information

Article type
Communication
Submitted
16 Nov 2016
Accepted
17 Dec 2016
First published
20 Dec 2016

Chem. Commun., 2017,53, 1152-1155

Gold-catalyzed sequential annulations towards 3,4-fused bi/tri-cyclic furans involving a [3+2+2]-cycloaddition

S. Liu, P. Yang, S. Peng, C. Zhu, S. Cao, J. Li and J. Sun, Chem. Commun., 2017, 53, 1152 DOI: 10.1039/C6CC09154G

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