Overcoming Scope Limitations in Cross-Coupling of Diazo Nucleophiles by Manipulating Catalyst Speciation and Using Flow Diazo Generation
作者:Ryan J. Sullivan、Garrett P. R. Freure、Stephen G. Newman
DOI:10.1021/acscatal.9b01180
日期:2019.6.7
palladium-catalyzed diazo cross-coupling reactions has been expanded to include arylchlorides by controlled diazo slow addition. The success of this strategy is based on manipulating speciation within the catalytic cycle through starvation of the diazo reagent to make the Pd(II) oxidative intermediate the resting state. The strategy is also applicable to cross-coupling reactions with arylbromides and, in combination
Nickel-Catalyzed Stereoselective Alkenylation of Ketones Mediated by Hydrazine
作者:Shumei Xia、Dawei Cao、Huiying Zeng、Liang-Nian He、Chao-Jun Li
DOI:10.1021/jacsau.2c00320
日期:2022.8.22
The direct conversion of naturally abundant carbonyl compounds provides a powerful platform for the efficient synthesis of valuable chemicals. In particular, the conversion of ketones to alkenes is a commonly encountered chemical transformation, often achieved via the multistep Shapiro reaction with tosylhydrazone and over stoichiometric organolithium or Grignard reagent. Herein, we report an earth