Two-step solution-phase synthesis of novel benzimidazoles utilizing a UDC (Ugi/de-Boc/cyclize) strategy

Authors
Tempest, P Ma, V Thomas, S Hua, Z Kelly, MG Hulme, C
Citation
P. Tempest et al., Two-step solution-phase synthesis of novel benzimidazoles utilizing a UDC (Ugi/de-Boc/cyclize) strategy, TETRAHEDR L, 42(30), 2001, pp. 4959-4962
Citations number
34
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
30
Year of publication
2001
Pages
4959 - 4962
Database
ISI
SICI code
0040-4039(20010723)42:30<4959:TSSONB>2.0.ZU;2-V
Abstract
The novel solution-phase synthesis of an array of biologically relevant ben zimidazoles in a simple two-step procedure is revealed. Transformations are carried out in excellent yield by condensation of mono-Boc protected ortho -phenylene diamine and supporting Ugi reagents. Subsequent acid treatment a nd evaporation affords benzimidazoles in good to excellent yield. The descr ibed protocol represents a highly attractive solution-phase procedure for t he rapid generation of benzimidazole libraries. (C) 2001 Elsevier Science L td. All rights reserved.