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Room Temperature Hydroamination of N-Alkenyl Ureas Catalyzed by a Gold(I) N-Heterocyclic Carbene Complex

Christopher F. Bender and Ross A. Widenhoefer*

*P. M. Gross Chemical Laboratory, Duke University, Durham, North Carolina 27708-0346, Email: rwidenhochem.duke.edu

C. F. Bender, R. A. Widenhoefer, Org. Lett., 2006, 8, 5303-5305.

DOI: 10.1021/ol062107i (free Supporting Information)


Abstract

Treatment of an N-4-pentenyl or N-5-hexenyl urea with a catalytic 1:1 mixture of a gold(I) N,N-diaryl imidazol-2-ylidine complex and AgOTf gave the corresponding nitrogen heterocycle in excellent yield via an intramolecular exo-hydroamination.


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Gold(I)-Catalyzed Intramolecular Hydroamination of Alkenyl Carbamates

X. Han, R. A. Widenhoefer, Angew. Chem. Int. Ed., 2006, 45, 1747-1749.


Key Words

Pyrrolidines, Piperidines


ID: J54-Y2006-3640