CITU: A Peptide and Decarboxylative Coupling Reagent

Justine N. Degruyter, Lara R. Malins, Laurin Wimmer, Khalyd J. Clay, Javier Lopez-Ogalla, Tian Qin, Josep Cornella, Zhiqing Liu, Guanda Che, Denghui Bao, Jason M. Stevens, Jennifer X. Qiao, Martin P. Allen, Michael A. Poss, Phil S. Baran

Research output: Contribution to journalArticle

15 Scopus citations

Abstract

Tetrachloro-N-hydroxyphthalimide tetramethyluronium hexafluorophosphate (CITU) is disclosed as a convenient and economical reagent for both acylation and decarboxylative cross-coupling chemistries. Within the former set of reactions, CITU displays reactivity similar to that of common coupling reagents, but with increased safety and reduced cost. Within the latter, increased yields, more rapid conversion, and a simplified procedure are possible across a range of reported decarboxylative transformations.

Original languageEnglish (US)
Pages (from-to)6196-6199
Number of pages4
JournalOrganic Letters
Volume19
Issue number22
DOIs
StatePublished - Nov 17 2017
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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  • Cite this

    Degruyter, J. N., Malins, L. R., Wimmer, L., Clay, K. J., Lopez-Ogalla, J., Qin, T., Cornella, J., Liu, Z., Che, G., Bao, D., Stevens, J. M., Qiao, J. X., Allen, M. P., Poss, M. A., & Baran, P. S. (2017). CITU: A Peptide and Decarboxylative Coupling Reagent. Organic Letters, 19(22), 6196-6199. https://doi.org/10.1021/acs.orglett.7b03121