CITU: A Peptide and Decarboxylative Coupling Reagent

CITU: A Peptide and Decarboxylative Coupling Reagent

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 reagen...

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Veröffentlicht in:Organic letters 2017-11, Vol.19 (22), p.6196-6199
Hauptverfasser: deGruyter, Justine N., Malins, Lara R., Wimmer, Laurin, Clay, Khalyd J., Lopez-Ogalla, Javier, Qin, Tian, Cornella, Josep, Liu, Zhiqing, Che, Guanda, Bao, Denghui, Stevens, Jason M., Qiao, Jennifer X., Allen, Martin P., Poss, Michael A., Baran, Phil S.
Format: Artikel
Sprache:eng
Schlagworte:
Acylation
chemical structure
cross-coupling reactions
Indicators and Reagents
Molecular Structure
organic compounds
Peptides - chemistry
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Beschreibung
Zusammenfassung: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.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.7b03121