N,N‐Dimethylformamide andN,N‐Dimethylacetamide as Carbon, Hydrogen, Nitrogen, and/or Oxygen Sources

The Reims Journey Towards Discovery and Understanding of Pd-Catalyzed Oxidations

“…Our interest in the Pd-catalyzed oxidations and in the synthetic properties of DMF [91][92][93] and BQ [94] urged us to investigate the Wacker reaction of terminal alkenes 33 with ESI-MS, using BQ as the terminal oxidant (Equation (20)) [95]. The report of Jacobs' team about the phenol-mediated epoxidation of alkenes by H2O2 under metal-free conditions [81] led us to propose in 2005 the mechanism depicted in Scheme 11 [80].…”

“…Our interest in the Pd-catalyzed oxidations and in the synthetic properties of DMF [91][92][93] and BQ [94] urged us to investigate the Wacker reaction of terminal alkenes 33 with ESI-MS, using BQ as the terminal oxidant (Equation (20)) [95]. (19) Recycling of the Pd(OCOCF 3 ) 2 /L H catalytic system led to gradual loss of activity, the 4th reuse in H 2 O/MeOH yielding 35% and 24% of 30 and 31 Me , respectively, from 29 [85].…”

“…Our interest in the Pd-catalyzed oxidations and in the synthetic properties of DMF [91][92][93] and BQ [94] urged us to investigate the Wacker reaction of terminal alkenes 33 with ESI-MS, using BQ as the terminal oxidant (Equation (20)) [95].…”

Recent Uses of N,N-Dimethylformamide and N,N-Dimethylacetamide as Reagents

“…Subsequently, this topic has been documented by the teams of Jiao [ 2 ] and Sing [ 3 ]. For of a book devoted to solvents as reagents in organic synthesis, we wrote a chapter summarizing the reactions consuming DMF and DMAc as carbon, hydrogen, nitrogen and/or oxygen sources [ 4 ]. This book chapter tentatively covered the literature up to middle 2015.…”

Synthesis of Unnatural Arundines Using a Magnetically Reusable Copper Ferrite Catalyst

“…Recently, N,N-dimethylformamide (DMF) and N,N-dimethylacetamide (DMA) were shown to also methylenate C3-H bonds of indoles (Scheme 1). 4 Transitionmetal catalysts including vanadium and copper salts were reported to facilitate the DMF-indole coupling. 4b-c Iodinemediated C-H functionalization of indoles with DMF and DMA was also reported.…”