Synthesis of azaphenanthridines via anionic ring closure

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A new and convergent synthesis of azaphenanthridines via an anionic ring closure is reported. Ortho-lithiation/in situ borylation of cyanopyridines produces the corresponding cyanopyridylboronic esters, which undergo a Suzuki-Miyaura cross-coupling to give the key intermediates. Addition of lithium morpholide produces the azaphenanthridines.
Original languageEnglish
JournalTetrahedron
Volume61
Issue number42
Pages (from-to)9955-9960
Number of pages6
ISSN0040-4020
DOIs
Publication statusPublished - 17 Oct 2005

ID: 45437443