An expedient synthesis of oxazepino and oxazocino quinazolines

Albertus Wijnand Hensbergen; Vanessa R. Mills; Ian Collins; Alan M. Jones

doi:10.1016/j.tetlet.2015.10.008

An expedient synthesis of oxazepino and oxazocino quinazolines

Albertus Wijnand Hensbergen, Vanessa R. Mills, Ian Collins, Alan M. Jones

Pharmacy

Research output: Contribution to journal › Article › peer-review

11 Citations (Scopus)

Abstract

A synthetic route to a new class of privileged tri- and tetra-cyclic quinazolines containing a medium-sized ring is reported. An expedient synthetic route involving nucleophilic aromatic substitution, and sequential Niementowski and BOP-mediated ring closures afforded a collection of analogues. The scope of the reaction was explored in terms of cyclic and acyclic linkers, ring size and substitution pattern.

Original language	English
Pages (from-to)	6478-6483
Number of pages	6
Journal	Tetrahedron Letters
Volume	56
Issue number	46
Early online date	9 Oct 2015
DOIs	https://doi.org/10.1016/j.tetlet.2015.10.008
Publication status	Published - 18 Nov 2015

Keywords

Cyclisation
Heterocycle
Medium-ring
Niementowski reaction
Quinazoline

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title = "An expedient synthesis of oxazepino and oxazocino quinazolines",

abstract = "A synthetic route to a new class of privileged tri- and tetra-cyclic quinazolines containing a medium-sized ring is reported. An expedient synthetic route involving nucleophilic aromatic substitution, and sequential Niementowski and BOP-mediated ring closures afforded a collection of analogues. The scope of the reaction was explored in terms of cyclic and acyclic linkers, ring size and substitution pattern.",

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AU - Hensbergen, Albertus Wijnand

AU - Mills, Vanessa R.

AU - Collins, Ian

AU - Jones, Alan M.

PY - 2015/11/18

Y1 - 2015/11/18

N2 - A synthetic route to a new class of privileged tri- and tetra-cyclic quinazolines containing a medium-sized ring is reported. An expedient synthetic route involving nucleophilic aromatic substitution, and sequential Niementowski and BOP-mediated ring closures afforded a collection of analogues. The scope of the reaction was explored in terms of cyclic and acyclic linkers, ring size and substitution pattern.

AB - A synthetic route to a new class of privileged tri- and tetra-cyclic quinazolines containing a medium-sized ring is reported. An expedient synthetic route involving nucleophilic aromatic substitution, and sequential Niementowski and BOP-mediated ring closures afforded a collection of analogues. The scope of the reaction was explored in terms of cyclic and acyclic linkers, ring size and substitution pattern.

KW - Cyclisation

KW - Heterocycle

KW - Medium-ring

KW - Niementowski reaction

KW - Quinazoline

U2 - 10.1016/j.tetlet.2015.10.008

DO - 10.1016/j.tetlet.2015.10.008

M3 - Article

SN - 0040-4039

VL - 56

SP - 6478

EP - 6483

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 46

ER -

An expedient synthesis of oxazepino and oxazocino quinazolines

Abstract

Keywords

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