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Issue 9, 2017
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Ag(I)-Catalyzed one-pot synthesis of 4-fluorobenzo[b][1,6] naphthyridines and 4-fluoroisoquinolines via iminofluorination of alkynes with Selectfluor

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Abstract

Ag(I)-Catalyzed one-pot synthesis of 4-fluorobenzo[b][1,6]naphthyridines is described from o-alkynylquinolinyl aldehydes through imines in good to excellent yields. Selectfluor is used as a fluorinating reagent and the reaction proceeded at room temperature in an open atmosphere. Reactions employed in this synthesis method are also applied for the synthesis of 8-fluoro-1,6-naphthyridine, 7-fluoro-pyrazolo[4,3-c]pyridine and 4-fluoroisoquinoline derivatives. Standardized conditions were also applied on a gram scale reaction and gave a good yield of the product.

Graphical abstract: Ag(i)-Catalyzed one-pot synthesis of 4-fluorobenzo[b][1,6] naphthyridines and 4-fluoroisoquinolines via iminofluorination of alkynes with Selectfluor

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Publication details

The article was received on 02 May 2017, accepted on 12 Jun 2017 and first published on 19 Jun 2017


Article type: Research Article
DOI: 10.1039/C7QO00346C
Citation: Org. Chem. Front., 2017,4, 1794-1798
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    Ag(I)-Catalyzed one-pot synthesis of 4-fluorobenzo[b][1,6] naphthyridines and 4-fluoroisoquinolines via iminofluorination of alkynes with Selectfluor

    K. Mishra, J. B. Singh, T. Gupta and R. M. Singh, Org. Chem. Front., 2017, 4, 1794
    DOI: 10.1039/C7QO00346C

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