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I 2 ‐Catalyzed Oxidative N−P Cross‐Coupling of Diarylphosphine Oxides and Sulfoximines
Author(s) -
Tan Mingchao,
Zheng Wenting,
Yang Lu,
Zhou Lihong,
Zeng Qingle
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900476
Subject(s) - chemistry , catalysis , oxidative coupling of methane , chirality (physics) , solvent , oxidative phosphorylation , coupling (piping) , coupling reaction , oxidative addition , medicinal chemistry , combinatorial chemistry , organic chemistry , metallurgy , biochemistry , chiral symmetry breaking , physics , materials science , quantum mechanics , nambu–jona lasinio model , quark
A new synthetic method for the synthesis of N‐phosphinyl sulfoximines that proceeds by an I 2 ‐catalyzed oxidative N−P cross‐coupling reaction has been developed. N‐phosphinylated sulfoximines are synthesized from sulfoximines and diarylphosphine oxides using 10 mol% I 2 as a catalyst, one equiv. H 2 O 2 as a green oxidant and PEG400 as a greener solvent. Chirality of S ‐methyl‐ S ‐phenylsulfoximine is retained in the coupling products (100% ee ).