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Chemistry ; 20(9): 2445-8, 2014 Feb 24.
Article in English | MEDLINE | ID: mdl-24482098

ABSTRACT

A two-step, one-pot synthesis of fused pyrroles is realized by firstly condensing an N-alkynylhydroxammonium salt with a readily enolizable ketone under mild basic conditions and then subjecting the reaction mixture to a gold catalyst, which triggers a cascade reaction involving a facile initial [3.3]-sigmatropic rearrangement of the gold-catalysis product, that is, an N,O-dialkenylhydroxamine. The reaction provides a facile access to polycyclic pyrroles in moderate to good yields.


Subject(s)
Ammonium Compounds/chemistry , Polycyclic Compounds/chemical synthesis , Pyrroles/chemical synthesis , Catalysis , Cyclization , Gold/chemistry , Molecular Structure , Polycyclic Compounds/chemistry , Pyrroles/chemistry
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