Intramolecular Acylation of Unactivated Pyridines or Arenes via Multiple C–H Functionalizations: Synthesis of All Four Azafluorenones and Fluorenones

An unprecedented intramolecular acylation of unactivated pyridines via multiple C­(sp3/sp2)–H functionalizations of a methyl, hydroxymethyl, or aldehyde group has been developed providing a general access to all four azafluorenones. The application of this protocol is further demonstrated to the syn...

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Bibliographic Details
Published in:Journal of organic chemistry 2017-01, Vol.82 (1), p.76-85
Main Authors: Laha, Joydev K, Jethava, Krupal P, Patel, Sagarkumar, Patel, Ketul V
Format: Article
Language:English
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Summary:An unprecedented intramolecular acylation of unactivated pyridines via multiple C­(sp3/sp2)–H functionalizations of a methyl, hydroxymethyl, or aldehyde group has been developed providing a general access to all four azafluorenones. The application of this protocol is further demonstrated to the synthesis of azafluorenone related fused nitrogen heterocycles and fluorenones. In addition, design and synthesis of a novel fluorene based organic emitter for potential use in organic light emitting devices (OLEDs) is also reported.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b02065