Expedient synthesis of benzene tricarboxamide macrocycles derived from p-aminobenzoic acid

Fred Campbell; Colin A. Kilner; Andrew J. Wilson

doi:10.1016/j.tetlet.2009.12.137

Expedient synthesis of benzene tricarboxamide macrocycles derived from p-aminobenzoic acid

Fred Campbell, Colin A. Kilner, Andrew J. Wilson^*

^*Corresponding author for this work

Chemistry

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

6 Citations (Scopus)

Abstract

The synthesis of macrocycles functionalized at the periphery in a regiospecific fashion is considered challenging. This Letter describes a six-step synthesis of N-alkylated benzene tricarboxamide macrocycles derived from p-aminobenzoic acid via the iterative coupling of Fmoc-protected monomers and cyclization of the resultant linear foldamers.

Original language	English
Pages (from-to)	1361-1363
Number of pages	3
Journal	Tetrahedron Letters
Volume	51
Issue number	10
DOIs	https://doi.org/10.1016/j.tetlet.2009.12.137
Publication status	Published - 10 Mar 2010

Bibliographical note

Funding Information:
This work was supported by the University of Leeds and the Engineering and Physical Sciences Research Council [ EP/D077842/1 ].

Keywords

Amides
Cyclizations
Host-guest systems
Macrocycles
Supramolecular chemistry

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2009.12.137

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title = "Expedient synthesis of benzene tricarboxamide macrocycles derived from p-aminobenzoic acid",

abstract = "The synthesis of macrocycles functionalized at the periphery in a regiospecific fashion is considered challenging. This Letter describes a six-step synthesis of N-alkylated benzene tricarboxamide macrocycles derived from p-aminobenzoic acid via the iterative coupling of Fmoc-protected monomers and cyclization of the resultant linear foldamers.",

keywords = "Amides, Cyclizations, Host-guest systems, Macrocycles, Supramolecular chemistry",

author = "Fred Campbell and Kilner, \{Colin A.\} and Wilson, \{Andrew J.\}",

note = "Funding Information: This work was supported by the University of Leeds and the Engineering and Physical Sciences Research Council [ EP/D077842/1 ]. ",

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AU - Campbell, Fred

AU - Kilner, Colin A.

AU - Wilson, Andrew J.

N1 - Funding Information: This work was supported by the University of Leeds and the Engineering and Physical Sciences Research Council [ EP/D077842/1 ].

PY - 2010/3/10

Y1 - 2010/3/10

N2 - The synthesis of macrocycles functionalized at the periphery in a regiospecific fashion is considered challenging. This Letter describes a six-step synthesis of N-alkylated benzene tricarboxamide macrocycles derived from p-aminobenzoic acid via the iterative coupling of Fmoc-protected monomers and cyclization of the resultant linear foldamers.

AB - The synthesis of macrocycles functionalized at the periphery in a regiospecific fashion is considered challenging. This Letter describes a six-step synthesis of N-alkylated benzene tricarboxamide macrocycles derived from p-aminobenzoic acid via the iterative coupling of Fmoc-protected monomers and cyclization of the resultant linear foldamers.

KW - Amides

KW - Cyclizations

KW - Host-guest systems

KW - Macrocycles

KW - Supramolecular chemistry

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M3 - Article

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JF - Tetrahedron Letters

IS - 10

ER -

Expedient synthesis of benzene tricarboxamide macrocycles derived from p-aminobenzoic acid

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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