A synthesis of succinimides and glutarimides from cyclic anhydrides

Tadashi Kometani, Tony Fitz, David S. Watt

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

The transformation of cyclic anhydrides to their corresponding imides involves a mild three-step sequence: (1) reaction with a primary amine, (2) conversion of the intermediate monoamide to an N-hydroxysuccinimidyl ester using N,N′-disuccinimidyl oxalate (DSO), and (3) cyclization by heating the NHS ester in trichloroethylene in the presence of 4-(dimethylamino)pyridine.

Original languageEnglish
Pages (from-to)919-922
Number of pages4
JournalTetrahedron Letters
Volume27
Issue number8
DOIs
StatePublished - 1986

Bibliographical note

Funding Information:
Acknowledgement. We thank the National Institutes of Health (HD 20780) for their generous financial support and the Midwest Center for Mass Spectrometry for exact mass determinations.

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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