Syntheses of aza-analogous iso-ergoline scaffolds using carbene mediated C-H insertion

Niels Krogsgaard-Larsen; Mikael Begtrup; Karla Andrea Frydenvang; Jan  Kehler

doi:10.1016/j.tet.2010.09.023

Syntheses of aza-analogous iso-ergoline scaffolds using carbene mediated C-H insertion

Niels Krogsgaard-Larsen, Mikael Begtrup, Karla Andrea Frydenvang, Jan Kehler

7 Citationer (Scopus)

Abstract

A novel direct, flexible, and robust approach to the iso-ergoline tetracyclic system in which a five or six-membered ring is established by intramolecular carbene C-H insertion is reported. The protocol involves a two step conversion of an aromatic aldehyde to the corresponding hydrazone and without purification further conversion to the diazo-compound followed by thermal carbene formation and C-H insertion α to a nitrogen.

Originalsprog	Engelsk
Tidsskrift	Tetrahedron
Vol/bind	66
Udgave nummer	47
Sider (fra-til)	9297-9303
ISSN	0040-4020
DOI	https://doi.org/10.1016/j.tet.2010.09.023
Status	Udgivet - 20 nov. 2010

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Det tidligere Farmaceutiske Fakultet

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10.1016/j.tet.2010.09.023

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AU - Krogsgaard-Larsen, Niels

AU - Begtrup, Mikael

AU - Frydenvang, Karla Andrea

AU - Kehler, Jan

PY - 2010/11/20

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AB - A novel direct, flexible, and robust approach to the iso-ergoline tetracyclic system in which a five or six-membered ring is established by intramolecular carbene C-H insertion is reported. The protocol involves a two step conversion of an aromatic aldehyde to the corresponding hydrazone and without purification further conversion to the diazo-compound followed by thermal carbene formation and C-H insertion α to a nitrogen.

KW - Former Faculty of Pharmaceutical Sciences

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DO - 10.1016/j.tet.2010.09.023

M3 - Journal article

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JO - Tetrahedron

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Syntheses of aza-analogous iso-ergoline scaffolds using carbene mediated C-H insertion

Abstract

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