Access to azonanes via Pd-catalyzed decarboxylative [5 + 4] cycloaddition with exclusive regioselectivity

Access to azonanes via Pd-catalyzed decarboxylative [5 + 4] cycloaddition with exclusive regioselectivity

A highly efficient approach for the synthesis of azonanes via Pd-catalyzed decarboxylative [5 + 4] cycloaddition has been developed. This procedure utilizes methylene cyclic carbonates as a C5-dipole and 1-azadiene as a C4-synthon. The reactions could be performed at room temperature. The protocol f...

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Veröffentlicht in:Organic Chemistry Frontiers 2021-12, Vol.8 (24), p.7004-7008
Hauptverfasser: Liu, Yin, He, Yicheng, Liu, Yang, Wei, Kun, Guo, Wusheng
Format: Artikel
Sprache:eng
Schlagworte:
Carbon dioxide
Carbonates
Chemical synthesis
Cycloaddition
Dipoles
Functional groups
Organic chemistry
Palladium
Regioselectivity
Room temperature
Temperature tolerance
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Zusammenfassung:A highly efficient approach for the synthesis of azonanes via Pd-catalyzed decarboxylative [5 + 4] cycloaddition has been developed. This procedure utilizes methylene cyclic carbonates as a C5-dipole and 1-azadiene as a C4-synthon. The reactions could be performed at room temperature. The protocol features wide functional group tolerance with exclusive regioselectivity and generates CO 2 as the only byproduct.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/D1QO01405F