American Chemical Society (ACS)
Journal of Organic Chemistry
,  volume 89 ,  issue 3 ,  pages 1524-1533

TBHP Mediated C–N Bond Cleavage of Tertiary Amines toward the Synthesis of Oxalamides and α,β-Epoxy Amides

Publication type: Journal Article
Publication date: 2024-01-11
American Chemical Society (ACS)
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
An efficient and convenient method for the synthesis of oxalamides by the reaction of β-ketoamides with tertiary amines and TBHP was developed. A variety of β-ketoamides and tertiary amines substrates were well-tolerated in this transformation. Based on the control experiments, a plausible mechanism for this reaction was proposed that involved the tandem oxidation/amination process. In addition, α,β-epoxy amides could be obtained by adjusting the reaction conditions.
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GOST |
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GOST Copy
Zhang J. et al. TBHP Mediated C–N Bond Cleavage of Tertiary Amines toward the Synthesis of Oxalamides and α,β-Epoxy Amides // Journal of Organic Chemistry. 2024. Vol. 89. No. 3. pp. 1524-1533.
GOST all authors (up to 50) Copy
Zhang J., Zhu W., Zhu W. M., Xiao D., Zhou P., Huang L., Liu W. TBHP Mediated C–N Bond Cleavage of Tertiary Amines toward the Synthesis of Oxalamides and α,β-Epoxy Amides // Journal of Organic Chemistry. 2024. Vol. 89. No. 3. pp. 1524-1533.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acs.joc.3c02119
UR - https://pubs.acs.org/doi/10.1021/acs.joc.3c02119
TI - TBHP Mediated C–N Bond Cleavage of Tertiary Amines toward the Synthesis of Oxalamides and α,β-Epoxy Amides
T2 - Journal of Organic Chemistry
AU - Zhang, Jiantao
AU - Zhu, Weiming
AU - Zhu, Wei Ming
AU - Xiao, Duoduo
AU - Zhou, Peng
AU - Huang, Liangbin
AU - Liu, Weibing
PY - 2024
DA - 2024/01/11
PB - American Chemical Society (ACS)
SP - 1524-1533
IS - 3
VL - 89
PMID - 38207216
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2024_Zhang,
author = {Jiantao Zhang and Weiming Zhu and Wei Ming Zhu and Duoduo Xiao and Peng Zhou and Liangbin Huang and Weibing Liu},
title = {TBHP Mediated C–N Bond Cleavage of Tertiary Amines toward the Synthesis of Oxalamides and α,β-Epoxy Amides},
journal = {Journal of Organic Chemistry},
year = {2024},
volume = {89},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.3c02119},
number = {3},
pages = {1524--1533},
doi = {10.1021/acs.joc.3c02119}
}
MLA
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MLA Copy
Zhang, Jiantao, et al. “TBHP Mediated C–N Bond Cleavage of Tertiary Amines toward the Synthesis of Oxalamides and α,β-Epoxy Amides.” Journal of Organic Chemistry, vol. 89, no. 3, Jan. 2024, pp. 1524-1533. https://pubs.acs.org/doi/10.1021/acs.joc.3c02119.
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