General one-pot, two-step protocol accessing a range of novel polycyclic heterocycles with high skeletal diversity

Zhigang Xu, Muhammad Ayaz, Alexandra A. Cappelli, Christopher Hulme

Research output: Contribution to journalArticle

48 Citations (Scopus)

Abstract

An Ugi one-pot three-component four-center reaction was coupled with a subsequent acid mediated cyclodehydration step to furnish a multitude of unique scaffolds having in common an embedded or attached benzimidazole and often a ring system formed through lactamization. Using combinations of tethered Ugi inputs typically via tethered acid-ketone inputs and supporting reagents containing masked internal nucleophiles, such scaffolds were produced in good to excellent yields in an operationally friendly manner.

Original languageEnglish (US)
Pages (from-to)460-464
Number of pages5
JournalACS Combinatorial Science
Volume14
Issue number8
DOIs
StatePublished - Aug 13 2012

Fingerprint

Scaffolds
Nucleophiles
Acids
Ketones
benzimidazole

Keywords

  • benzimidazole
  • lactams
  • one-pot
  • postcondensation
  • Ugi reaction

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

General one-pot, two-step protocol accessing a range of novel polycyclic heterocycles with high skeletal diversity. / Xu, Zhigang; Ayaz, Muhammad; Cappelli, Alexandra A.; Hulme, Christopher.

In: ACS Combinatorial Science, Vol. 14, No. 8, 13.08.2012, p. 460-464.

Research output: Contribution to journalArticle

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