in organic synthesis, methodology for performing hydrogen-atom transfer of unactivated alkanes remains rather scarce. Herein, we describe chlorine radical-catalyzed C(sp3)–H photoalkylation using titanium(IV) chloride via a ligand-to-metal charge transfer process. Enabled by the unique properties of this abundant metal salt, the reaction not only effected the coupling of various alkanes with radical
An efficient cathodic carbonyl alkylation of aryl ketones or aldehydes with unactivated alkyl halides has been realized through the electrochemical activation of iron. The protocol is believed to include a radical–radical coupling or nucleophilic addition process, and the formation of ketyl radicals and alkyl radicals has been demonstrated. The protocol provides various tertiary or secondary alcohols
Synthesis of 4<i>H</i>-1,3-Benzoxazines via Metal- and Oxidizing Reagent-Free Aromatic C–H Oxygenation
作者:Fan Xu、Xiang-Yang Qian、Yan-Jie Li、Hai-Chao Xu
DOI:10.1021/acs.orglett.7b03152
日期:2017.12.1
An unprecedented electrochemical aromatic C–H oxygenation reaction for the synthesis of 4H-1,3-benzoxazines from easily available N-benzylamides is reported. These oxidative cyclization reactions proceed in a transition metal- and oxidizing reagent-free fashion and produce H2 as only theoretical byproduct. Adapting the C–H oxygenation reaction in an electrochemical microreactor has been demonstrated
据报道,从容易获得的N-苄基酰胺类化合物合成4 H -1,3-苯并恶嗪史无前例的电化学芳族CH氧化反应。这些氧化环化反应以无过渡金属和无氧化剂的方式进行,并仅作为理论副产物产生H 2。已经证明了在电化学微反应器中适应CH氧化反应。