Synthesis of N-methoxy-1‑phosphoryloxy imidates through a copper-catalyzed cross-dehydrogenative coupling of N-methoxylamides with phosphites

[Display omitted] Phosphonates are important organic compounds, which are widely used in medicine, materials, agriculture and catalysis. In this paper, we report a copper-catalyzed cross-dehydrogenative coupling of N-methoxamides with various phosphites to synthesize a series of N-methoxy-1‑phosphor...

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Bibliographic Details
Published inTetrahedron letters Vol. 105; pp. 154049 - 154053
Main Authors Deng, Xiangmeng, Wang, Ying, Liu, Jin-Biao, Wan, Changfeng, Luo, Nianhua
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 31.08.2022
Elsevier
Subjects
Chemistry
Chemistry, Organic
Copper catalysis
Cross-dehydrogenative coupling
N-methoxylamide
Phosphite
Physical Sciences
Science & Technology
N-methoxylamide
Cross-dehydrogenative coupling
Copper catalysis
Phosphite
PROTOCOL
H-PHOSPHONATES
GENERAL-METHOD
ALCOHOLS
P-O
AMINES
ESTERS
OXIDES
EFFICIENT
AMIDES
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Summary:[Display omitted] Phosphonates are important organic compounds, which are widely used in medicine, materials, agriculture and catalysis. In this paper, we report a copper-catalyzed cross-dehydrogenative coupling of N-methoxamides with various phosphites to synthesize a series of N-methoxy-1‑phosphoryloxy imidates. O-Functionalization of N-methoxamides has been achieved, and N-functionalization was avoided by employing this methodology. Studies show that the N-methoxy group is essential for the selectivity and activity of the reaction.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2022.154049