72827-02-2Relevant academic research and scientific papers
Erratum: Continuous-Flow Photochemical Transformations of 1,4-Naphthoquinones and Phthalimides in a Concentrating Solar Trough Reactor (Aust. J. Chem. (2020) 73(12):1149-1157)
Yaseen, Madyan A.,Mumtaz, Saira,Hunter, Richard L.,Wall, Daniel,Robertson, Mark J.,Oelgem?ller, Michael
, p. 1149 - 1157 (2020/07/30)
The authors wish to advise of errors in the above paper. In Table 3, footnote C should read 'Crude product contains 4-methylanisole or p-tolyl acetate.' In the left column of text on the same page as Table 3, the second last sentence should read 'When the para-substituted arylacetates 9b and 9c were employed, 4-methylanisole and p-tolyl acetate were detected by 1H NMR analysis of the crude reaction mixtures but no attempts were made to isolate these simple decarboxylation products.'
Solar photochemistry: Optimisation of the photo Friedel-Crafts acylation of naphthoquinones
Mitchell, Lorna J.,Lewis, William,Moody, Christopher J.
, p. 2830 - 2842 (2013/10/08)
A practical and robust photo Friedel-Crafts acylation of naphthoquinones is described. Although the reaction proceeds slowly in sunlight, the optimised conditions offer a substantial improvement to those already reported, by the utilisation of a more reliable and practical 'sun-mimicking' light source, a less hazardous solvent system (trifluorotoluene) and faster reaction times. Using these conditions, the reaction scope has been expanded to include functionalised aldehyde and naphthoquinone substrates, affording the desired photo-products in acceptable to excellent yields (17-81%). Factors influencing the regiochemistry of the photo Friedel-Crafts reaction on unsymmetrical naphthoquinones have also been investigated.
Green photochemistry: Photo-Friedel-Crafts acylations of 1,4-naphthoquinone in room temperature ionic liquids
Murphy, Brian,Goodrich, Peter,Hardacre, Christopher,Oelgemoeller, Michael
experimental part, p. 1867 - 1870 (2011/02/24)
The photo-Friedel-Crafts acylation of 1,4-naphthoquinone with various aldehydes was investigated in a series of room temperature ionic liquids. High conversions and selectivities were achieved in [C2mim] +-based ionic liquids with the highest isolated yields found in [C2mim][NTf2]. The developed procedure allowed for a replacement of hazardous solvents such as benzene and acetonitrile which are commonly used for this transformation. The Royal Society of Chemistry 2009.
