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

doi:10.1021/acs.orglett.7b03121

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^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

27 Citations (Scopus)

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 language	English
Pages (from-to)	6196-6199
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	22
DOIs	https://doi.org/10.1021/acs.orglett.7b03121
Publication status	Published - 17 Nov 2017
Externally published	Yes

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title = "CITU: A Peptide and Decarboxylative Coupling Reagent",

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.",

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

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

month = nov,

day = "17",

doi = "10.1021/acs.orglett.7b03121",

language = "English",

volume = "19",

pages = "6196--6199",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "22",

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TY - JOUR

T1 - CITU

T2 - A Peptide and Decarboxylative Coupling Reagent

AU - Degruyter, Justine N.

AU - Malins, Lara R.

AU - Wimmer, Laurin

AU - Clay, Khalyd J.

AU - Lopez-Ogalla, Javier

AU - Qin, Tian

AU - Cornella, Josep

AU - Liu, Zhiqing

AU - Che, Guanda

AU - Bao, Denghui

AU - Stevens, Jason M.

AU - Qiao, Jennifer X.

AU - Allen, Martin P.

AU - Poss, Michael A.

AU - Baran, Phil S.

PY - 2017/11/17

Y1 - 2017/11/17

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=85034609583&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.7b03121

DO - 10.1021/acs.orglett.7b03121

M3 - Article

SN - 1523-7060

VL - 19

SP - 6196

EP - 6199

JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

CITU: A Peptide and Decarboxylative Coupling Reagent

Abstract

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