CITU: A Peptide and Decarboxylative Coupling Reagent

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.

doi:10.1021/acs.orglett.7b03121.s001

CITU: A Peptide and Decarboxylative Coupling Reagent

journal contribution

posted on 2017-11-08, 13:06 authored by 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

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.