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- Title
Gold-Catalyzed Formal [4+1]/[4+3] Cycloadditions of Diazo Esters with Triazines.
- Authors
Zhu, Chenghao; Xu, Guangyang; Sun, Jiangtao
- Abstract
Reported herein is the unprecedented gold-catalyzed formal [4+1]/[4+3] cycloadditions of diazo esters with hexahydro-1,3,4-triazines, thus providing five- and seven-membered heterocycles in moderate to high yields under mild reaction conditions. These reactions feature the use of a gold complex to accomplish the diverse annulations and the first example of the involvement of a gold metallo-enolcarbene in a cycloaddition. It is also the first utilization of stable triazines as formal dipolar adducts in the carbene-involved cycloadditions. Mechanistic investigations reveal that the triazines reacted directly, rather than as formaldimine precursors, in the reaction process.
- Subjects
GOLD catalysts; RING formation (Chemistry); TRIAZINES; HETEROCYCLIC compounds; PALLADIUM catalysts
- Publication
Angewandte Chemie, 2016, Vol 128, Issue 39, p12046
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201606139