- The chemistry of α,β-ditosyloxyketones: Novel routes for the synthesis of desoxybenzoins and α-aryl-β-ketoaldehyde dimethylacetals from α,β-chalcone ditosylates
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The reaction of α,β-chalcone ditosylates 3 with potassium hydroxide in suitable conditions leads to 1,2-aryl shift and carbon-carbon bond cleavage, thereby providing a novel route for the synthesis of 1,2-diarylethan-1-ones 4 and 1,2-diaryl-3,3-dimethoxy propan-1-ones 5. Georg Thieme Verlag Stuttgart.
- Prakash, Om,Kumar, Rajesh,Sharma, Deepak,Pannu, Kamaljeet,Kamal, Raj
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p. 2189 - 2192
(2008/02/10)
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- SOLVOHYPERIODINATION. A COMPARISON WITH SOLVOTHALLATION
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C6H5IO/CH3OH and a catalyst such as FSO3H, CF3SO3H or BF3-Et2O as well as C6H5(OH)OTs-CH3OH, react with chalcones, acetophenones and styrenes to yield rearranged products.The overall course of these reactions is analogous to that of Tl(NO3)3-CH3OH in reaction with the same compounds.
- Moriarty, Robert M.,Khosrowshahi, Jaffar S.,Prakash, Om
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p. 2961 - 2964
(2007/10/02)
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- Thallium in Organic Synthesis. 57. Reaction of Chalcones and Chalcone Ketals with Thallium(III) Trinitrate
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Treatment of chalcones (ArCH=CHCOAr') with thallium(III) trinitrate (TTN) in acidic methanol or in trimethyl orthoformate (TMOF) gives 3,3-dimethoxy-1,2-diarylpropan-1-ones (oxythallation, Ar rearrangement) and/or methyl 2,3-diaryl-3-methoxypropanoates (in situ ketal formation, oxythallation, Ar' rearrangement).The effect of substituents on Ar and Ar' on the ratio of the above rearrangement products has been examined.
- Taylor, Edward C.,Conley, Richard A.,Johnson, David K.,McKillop, Alexander,Ford, Michael E.
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p. 3433 - 3436
(2007/10/02)
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