Pyrrolobenzoxazepine ring construction through metalation and electrophilic substitution of N-(2-hydroxymethylphenyl)pyrrole

Manfred Schlooser, F. Faigl

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

N-(2-Hydroxymethylphenyl)pyrrole was found to be amenable to selective α-metalation. Trapping with a variety of electrophilic reagents afforded the expected products with moderate to high yields. Derivatives formed by treatment of the organometallic intermediate with aldehydes, ketones or carbon dioxide could be cyclized to give pyrrolobenzoxazepines.

Original languageEnglish
Pages (from-to)2071-2076
Number of pages6
JournalTetrahedron
Volume50
Issue number7
DOIs
Publication statusPublished - Feb 14 1991

Fingerprint

Pyrroles
Organometallics
Ketones
Aldehydes
Carbon Dioxide
Substitution reactions
Derivatives

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Pyrrolobenzoxazepine ring construction through metalation and electrophilic substitution of N-(2-hydroxymethylphenyl)pyrrole. / Schlooser, Manfred; Faigl, F.

In: Tetrahedron, Vol. 50, No. 7, 14.02.1991, p. 2071-2076.

Research output: Contribution to journalArticle

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