Synthesis of carbazolones and 3-acetylindoles via oxidative C-N bond formation through PIFA-mediated annulation of 2-aryl enaminones

A series of carbazolone derivatives and 3-acetylindoles have been achieved via PIFA-mediated intramolecular cyclization of 2-aryl enaminones. This process allows the N-moiety on the side-chain to be annulated to the benzene ring via the metal-free oxidative aromatic C-N bond formation.

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2012-05, Vol.10 (18), p.3606-3609
Main Authors: Ban, Xu, Pan, Yan, Lin, Yingfu, Wang, Songqing, Du, Yunfei, Zhao, Kang
Format: Article
Language:English
Subjects:
Biphenyl Compounds - chemistry
Carbazoles - chemical synthesis
Carbazoles - chemistry
Fluoroacetates
Imidazoles - chemistry
Indoles - chemical synthesis
Indoles - chemistry
Iodobenzenes
Molecular Structure
Oxidation-Reduction
Stereoisomerism
Trifluoroacetic Acid - chemistry
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Summary:A series of carbazolone derivatives and 3-acetylindoles have been achieved via PIFA-mediated intramolecular cyclization of 2-aryl enaminones. This process allows the N-moiety on the side-chain to be annulated to the benzene ring via the metal-free oxidative aromatic C-N bond formation.
ISSN:1477-0520
1477-0539
DOI:10.1039/c2ob25348h