7714-12-7Relevant academic research and scientific papers
Oxidative rearrangements of arylalkanones with 1H-1-hydroxy-5-methyl-1,2,3-benziodoxathiole 3,3-dioxide, a 'green' analog of Koser's reagent
Justik, Michael W.
, p. 3003 - 3007 (2008/02/06)
Previous methods for the conversion of arylalkanones to alkyl 2-arylesters by oxidative rearrangement utilized reagents which either produced toxic metal salts or halogenated organics as by-products. In this report, 1H-1-hydroxy-5-methyl-1,2,3-benziodoxathiole 3,3-dioxide (HMBI) is used to effect this useful transformation, where the reduced iodine reagent is water-soluble and readily recycled.
Reactions of diazoalkanes with molybdenum peroxide
Kawasaki, Tomomi,Hoshi, Ryuichi,Yamamoto, Toshihiko,Satoh, Kazue,Sakamoto, Masanori
, p. 565 - 572 (2007/10/03)
The reactions of diazoalkanes with MoO5·HMPA·H2O caused both oxidation into carbonyl compounds and metal carbenoid insertion reaction with methanol to give methyl alkyl ethers. These reaction paths are affected by the substituent of diazoalkanes.
A Study of Rearrangement of some 1,3-Dimethoxyalkan-2-ones
Yu, Yin,Chen, Guo-qiang,Zhu, Jun,Zhang, Xu-sheng,Chen, Shu-xin,et al.
, p. 2239 - 2243 (2007/10/02)
1,3-Dialkoxyacetones, 1-alkyl- and 1-(substituted phenyl)-, 1-alkanoyl-1,3-dimethoxyacetones, and methyl 2,4-dimethoxyacetoacetate were shown to undergo acid-catalysed rearrangement to give respectively methylglyoxal dialkyl acetals, 3-substituted methylglyoxal dimethyl acetals, 5-alkyl-3-methoxy- and 4,5-dimethoxyfuran-2(5H)-ones. 1-(Substituted aroyl)-1,3-dimethoxyacetones underwent only scission to give substituted ω-methoxyacetophenones.Methyl 2-alkyl-2,4-dimethoxyacetoacetates, 3- and 1-methoxy-, and 1,5-dimethoxypentane-2,4-diones were not affected by similaracid treatment except for the fact that they suffered some limited C-C bond scissions.Implications related to rearrangement mechanisms are discussed.
Hypervalent iodine oxidation of silyl enol ethers under Lewis acid conditions in methanol. A general route to α-methoxy ketones
Moriarty, Robert M.,Prakash, Om,Duncan, Michael P.,Vaid, Radhe K.,Musallam, Hikmat A.
, p. 150 - 153 (2007/10/02)
Hypervalent iodine oxidation of various silyl enol ethers (aromatic, heteroaromatic, aliphatic) using iodosobenzene-boron trifluoride etherate in methanol leads to α-methoxylation of ketones in high yields. The scope and mechanism of the reaction are discussed.
