An efficient reverse Diels-Alder approach for the synthesis of N-alkyl bismaleimides

Venkataramanarao Rao, Suryakiran Navath, Mohankumar Kottur, James R. McElhanon, Dominic V. McGrath

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

Bismaleimides are useful precursors for Diels-Alder reactions, Michael additions, and thiol-maleimide based conjugation for the synthesis of materials and polymers. Use of bismaleimide cross linkers for generating polymers, bioconjugate molecules, and useful imaging molecules is an active area of research. An efficient and practical synthetic protocol for N-alkyl bis-maleimide cross linkers starting from furan protected maleimide employing a reverse Diels-Alder reaction is reported.

Original languageEnglish (US)
Pages (from-to)5011-5013
Number of pages3
JournalTetrahedron Letters
Volume54
Issue number37
DOIs
StatePublished - Sep 11 2013

Keywords

  • Cross linkers
  • Furan protected maleimide
  • N-Alkylated bis-maleimide
  • Retro-Diels-Alder reaction l-Tartaric acid

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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