Iron-Catalyzed Acylative Dealkylation of N-Alkylsulfoximines

被引:16
|
作者
Lamers, Philip [1 ]
Priebbenow, Daniel L. [1 ]
Bolm, Carsten [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
关键词
Iron; Dealkylation; Acylation; Sulfoximines; Alkylation; OXIDATIVE AMIDATION; RECEPTOR ANTAGONIST; SULFUR IMIDATIONS; ALPHA-ARYLATION; TERTIARY-AMINES; SULFOXIMINES; METHYLATION; SULFIMIDES; PEPTIDES; ARENES;
D O I
10.1002/ejoc.201500855
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
As a result of our recent investigations into the N-functionalization of sulfoximines, an iron-catalyzed dealkylative acylation of N-alkylsulfoximines has been developed. This process involves a Polonovski-type dealkylation of an N-alkylated sulfoximine to afford a reactive intermediate that is trapped in the presence of a suitable aldehyde or anhydride to afford N-acyl- and N-aroylsulfoximine derivatives in one pot. Subsequent cleavage of the acyl or aroyl group under acidic conditions generates a synthetically valuable NH-sulfoximine.
引用
收藏
页码:5594 / 5602
页数:9
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