A new synthesis of alkyl (E)-(3-dimethylamino)acrylates

Robertson, Jeffrey M.; Jones, Ian W.; Kayne, Kevin M.; Contreras, Cristina G.; Witter, Daniel J.; Bates, Robert B.; Hall, H. K.

doi:10.1016/j.tetlet.2011.09.003

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Dmf As a Reagent1

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“…Bates's group presented a one-step method for the generation of alkyl ( E )-3-(dimethylamino)acrylates 115 by reaction of ketene acetals 114 with DMF ( Scheme 53 ). 139 …”

Section: Dmf As a Reagentmentioning

confidence: 99%

Beyond a solvent: triple roles of dimethylformamide in organic chemistry

2018

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N,N-Dimethylformamide (DMF) is frequently used as an aprotic solvent in chemical transformations in laboratories of academia as well as in those of chemical industry. In the present review, we will reveal that DMF is actually something much more than a solvent. It is a unique chemical since, as well as being an effective polar aprotic solvent, it can play three other important roles in organic chemistry. It can be used as a reagent, a catalyst, and a stabilizer.

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“…Bates's group presented a one-step method for the generation of alkyl ( E )-3-(dimethylamino)acrylates 115 by reaction of ketene acetals 114 with DMF ( Scheme 53 ). 139 …”

Section: Dmf As a Reagentmentioning

confidence: 99%

Beyond a solvent: triple roles of dimethylformamide in organic chemistry

2018

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ChemInform Abstract: A New Synthesis of Alkyl (E)‐(3‐Dimethylamino)acrylates.

et al. 2012

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A New Synthesis of Alkyl (E)-(3-Dimethylamino)acrylates. -The stereoselective synthesis of title compounds (III) and (VI) is achieved by reaction of Vilsmeier reagent, in situ generated from DMF and SOCl2, with ketene acetals. Similar yield is achieved when the reagent is introduced directly. -(ROBERTSON, J. M.; JONES, I. W.; KAYNE, K. M.; CONTRERAS, C. G.; WITTER, D. J.; BATES*, R. B.; HALL, H. K. J.; Tetrahedron Lett. 52 (2011) 46, 6080-6081, http://dx.

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