Applications of N-BOC-diamines for the solution phase synthesis of ketopiperazine libraries utilizing a Ugi/De-BOC/Cyclization (UDC) strategy

Christopher Hulme; John Peng; Bonnie Louridas; Paul Menard; Paul Krolikowski; N. Vasant Kumar

doi:10.1016/S0040-4039(98)01770-5

Applications of N-BOC-diamines for the solution phase synthesis of ketopiperazine libraries utilizing a Ugi/De-BOC/Cyclization (UDC) strategy

Christopher Hulme, John Peng, Bonnie Louridas, Paul Menard, Paul Krolikowski, N. Vasant Kumar

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

64 Scopus citations

Abstract

This communication reveals a novel application of the 'so-called' convertible isonitrile for the solution phase generation of ketopiperazine libraries. Use of mono N-BOC diamines in the Ugi multi-component reaction (MCR), followed by BOC removal and base treatment (a '3 step, 1-pot procedure') affords ketopiperazines in good yield. The generality of this procedure was further explored revealing novel routes to dihydroquinoxalinones and 1,4-benzodiazepines respectively.

Original language	English (US)
Pages (from-to)	8047-8050
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	44
DOIs	https://doi.org/10.1016/S0040-4039(98)01770-5
State	Published - Oct 29 1998
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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Applications of N-BOC-diamines for the solution phase synthesis of ketopiperazine libraries utilizing a Ugi/De-BOC/Cyclization (UDC) strategy. / Hulme, Christopher; Peng, John; Louridas, Bonnie; Menard, Paul; Krolikowski, Paul; Kumar, N. Vasant.

In: Tetrahedron Letters, Vol. 39, No. 44, 29.10.1998, p. 8047-8050.

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

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Applications of N-BOC-diamines for the solution phase synthesis of ketopiperazine libraries utilizing a Ugi/De-BOC/Cyclization (UDC) strategy

Abstract

ASJC Scopus subject areas

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