APPLICATIONS OF N-BOC-DIAMINES FOR THE SOLUTION-PHASE SYNTHESIS OF KETOPIPERAZINE LIBRARIES UTILIZING A UGI DE-BOC/CYCLIZATION (UDC) STRATEGY/

Authors
HULME C PENG J LOURIDAS B MENARD P KROLIKOWSKI P KUMAR NV
Citation
C. Hulme et al., APPLICATIONS OF N-BOC-DIAMINES FOR THE SOLUTION-PHASE SYNTHESIS OF KETOPIPERAZINE LIBRARIES UTILIZING A UGI DE-BOC/CYCLIZATION (UDC) STRATEGY/, Tetrahedron letters, 39(44), 1998, pp. 8047-8050
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
44
Year of publication
1998
Pages
8047 - 8050
Database
ISI
SICI code
0040-4039(1998)39:44<8047:AONFTS>2.0.ZU;2-Z
Abstract
This communication reveals a novel application of the 'so-called' conv ertible isonitrile for the solution phase generation of ketopiperazine libraries. Use of mono N-BOC diamines in the Ugi multicomponent react ion (MCR), followed by BOC removal and base treatment (a '3 step, 1-po t procedure') affords ketopiperazines in good yield. The generality of this procedure was further explored revealing novel routes to dihydro quinoxalinones and 1,4-benzodiazepines respectively (C) 1998 Elsevier Science Ltd. All rights reserved.