NaI-Catalyzed Oxidative Amination of Aromatic Sodium Sulfinates: Synergetic Effect of Ethylene Dibromide and Air as Oxidants
作者:Ying Fu、Quan-Zhou Li、Qin-Shan Xu、Helmut Hügel、Ming-Peng Li、Zhengyin Du
DOI:10.1002/ejoc.201801386
日期:2018.12.31
A novel NaI-catalyzed oxidative amination of sodium sulfinates, employing both ethylenedibromide (EDB) and air as the oxidants, is described. EDB was first demonstrated to be a promising mild organic oxidant that in air, converted NaI into molecular iodine to promote the cross-coupling reactions of aromatic sodium sulfinates with amines to produce arylsulfonamides. Mechanistic studies indicated that
描述了一种使用二溴化乙烯 (EDB) 和空气作为氧化剂的新型 NaI 催化亚磺酸钠氧化胺化。EDB 首次被证明是一种有前途的温和有机氧化剂,它在空气中将 NaI 转化为分子碘,以促进芳族亚磺酸钠与胺的交叉偶联反应,生成芳基磺酰胺。机理研究表明,反应过程中可能涉及自由基途径。
Iodine-mediated regioselective C2-amination of indoles and a concise total synthesis of (±)-folicanthine
Highly substituted 2-aminated indoles can be prepared in moderate to excellent yields by regioselective C2-amination of indoles promoted by iodine. As a key step in a concisesynthesis of (+/-)-folicanthine, its core structure was easily obtained by one step cyclization-dimerization of substituted tryptophan in high yield on a gram scale.
visible-light-induced cascade arylazidation of activatedalkenes with trimethylsilyl azide (TMSN3) has been developed. Mechanistic investigations reveal that the single electron transfer (SET) of TMSN3 with the excited photocatalyst was involved in the initial step, followed by radical addition/aryl migration/desulfonylation to furnish valuable α-aryl-β-azido amides and azidated oxindoles under mild conditions