Synthesis of azaphenanthridines via anionic ring closure

Henriette Møller Hansen; M. Lysén; M. Begtrup; Jesper Langgaard Kristensen

doi:10.1016/j.tet.2005.08.051

Synthesis of azaphenanthridines via anionic ring closure

Henriette Møller Hansen, M. Lysén, M. Begtrup, Jesper Langgaard Kristensen

25 Citationer (Scopus)

Abstract

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.

Originalsprog	Engelsk
Tidsskrift	Tetrahedron
Vol/bind	61
Udgave nummer	42
Sider (fra-til)	9955-9960
Antal sider	6
ISSN	0040-4020
DOI	https://doi.org/10.1016/j.tet.2005.08.051
Status	Udgivet - 17 okt. 2005

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title = "Synthesis of azaphenanthridines via anionic ring closure",

abstract = "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.",

author = "Hansen, {Henriette M{\o}ller} and M. Lys{\'e}n and M. Begtrup and Kristensen, {Jesper Langgaard}",

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T1 - Synthesis of azaphenanthridines via anionic ring closure

AU - Hansen, Henriette Møller

AU - Lysén, M.

AU - Begtrup, M.

AU - Kristensen, Jesper Langgaard

PY - 2005/10/17

Y1 - 2005/10/17

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=24944474804&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2005.08.051

DO - 10.1016/j.tet.2005.08.051

M3 - Journal article

AN - SCOPUS:24944474804

SN - 0040-4020

VL - 61

SP - 9955

EP - 9960

JO - Tetrahedron

JF - Tetrahedron

IS - 42

ER -

Synthesis of azaphenanthridines via anionic ring closure

Abstract

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