Radical-mediated intramolecular β-C(sp<sup>3</sup>)–H amidation of alkylimidates: facile synthesis of 1,2-amino alcohols
作者:Xue-Qing Mou、Xiang-Yu Chen、Gong Chen、Gang He
DOI:10.1039/c7cc08897c
日期:——
A new radical-mediated intramolecular β-C(sp3)–H amidation reaction of O-alkyl trichloro- or arylimidates is reported. Various oxazolines were efficiently prepared from easily accessible alcohol starting materials. The trichloro-oxazoline products can be hydrolyzed under mild conditions to give valuable 1,2-amino alcohols. This amidation reaction exhibits a broad substrate scope and good functional
报道了一种新的自由基介导的O-烷基三氯或芳基亚氨酸酯的分子内β-C(sp 3)-H酰胺化反应。从容易获得的酒精原料中可以有效地制备出各种恶唑啉。三氯恶唑啉产物可以在温和的条件下水解,得到有价值的1,2-氨基醇。该酰胺化反应具有广泛的底物范围和良好的官能团耐受性,并为醇的C(sp 3)-H官能化提供了强有力的手段。机理研究表明,亚胺基自由基,碘化和环化反应的1,5-HAT序列可能是有效的。