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One-pot synthesis of fused pyrroles through a key gold-catalysis-triggered cascade.

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.

SUBMITTER: Zheng Z

PROVIDER: S-EPMC4098939 | biostudies-literature | 2014 Feb

REPOSITORIES: biostudies-literature

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One-pot synthesis of fused pyrroles through a key gold-catalysis-triggered cascade.

Zheng Zhitong Z Tu Huangfei H Zhang Liming L

Chemistry (Weinheim an der Bergstrasse, Germany) 20140130 9

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. ...[more]

PMID: 24482098

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