Palladium- and Ruthenium-Catalyzed Cycloisomerization of Enynamides and Enynhydrazides: A Rapid Approach to Diverse Azacyclic Frameworks

Palladium- and Ruthenium-Catalyzed Cycloisomerization of Enynamides and Enynhydrazides: A Rapid Approach to Diverse Azacyclic Frameworks

I want to ride my azacycle: The title reaction of enynamides affords a wide diversity of azacycles. The reactions are high‐yielding, highly stereoselective, and proceed rapidly under mild reaction conditions. Equivalent transformations using enynhydrazides offer new routes to pyrazole and indazole s...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-08, Vol.52 (35), p.9139-9143
Hauptverfasser: Walker, P. Ross, Campbell, Craig D., Suleman, Abid, Carr, Greg, Anderson, Edward A.
Format: Artikel
Sprache:eng
Schlagworte:
Alkynes - chemistry
Amides - chemistry
Aza Compounds - chemical synthesis
Aza Compounds - chemistry
Catalysis
Cyclization
heterocycles
homogeneous catalysis
Hydrazines - chemistry
Molecular Structure
Organometallic Compounds - chemistry
palladium
Palladium - chemistry
Ruthenium - chemistry
Stereoisomerism
ynamide
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Beschreibung
Zusammenfassung:I want to ride my azacycle: The title reaction of enynamides affords a wide diversity of azacycles. The reactions are high‐yielding, highly stereoselective, and proceed rapidly under mild reaction conditions. Equivalent transformations using enynhydrazides offer new routes to pyrazole and indazole scaffolds. Boc=tert‐butoxycarbonyl, EWG=electron‐withdrawing group, Ns=4‐nitrobenzenesulfonyl, Ts=4‐toluenesulfonyl.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201304186