59807-87-3Relevant academic research and scientific papers
A simple reduction of α-bromosulfones by cat.(PhSe)2/NaBH4
Yoshimatsu, Mitsuhiro,Ohara, Megumi
, p. 5651 - 5654 (2007/10/03)
Reduction of α-bromosulfones 1, 5, 13-16 by cat.(PhSe)2/NaBH4 occurred site-selectively in high yields. This reduction of 1,3- or 1,4-dibromobis(sulfone) 21 and 25 was applied to intramolecular coupling reactions to give the three- and four-membered carbocycles 26-28.
SmI2 mediated reductive addition of bis-phenylsulfones to ketones
Chandrasekhar,Yu,Yu, Jurong,Falck,Mioskowski
, p. 5441 - 5444 (2007/10/02)
SmI2 mediates the in situ reductive addition of geminal bis- phenylsulfones to unhindered ketones at room temperature affording β- hydroxyphenylsulfones in good to excellent yields.
Chemoselective Addition of Organotitanium Reagents to Carbonyl Compounds
Reetz, Manfred T.,Westermann, Juergen,Steinbach, Rainer,Wenderoth, Bernd,Peter, Roland,et al.
, p. 1421 - 1440 (2007/10/02)
The conversion of classical carbanions such as RMgX, RLi, or deprotonated nitriles, sulfones, and carboxylic esters into titanium analogs results in reagents which add chemoselectively to carbonyl compounds in the presence of other functional groups.The standard titanating agent is chlorotriisopropoxytitanium (1).Grignard-type reactions and aldol additions are aldehyde-selective in the presence of ketones.Other functional groups such as alkyl and aryl halides, esters, amides as well as nitro and cyano moieties are tolerated.Discrimination between two aldehydes or two ketones is also possible.Replacing alkoxy ligands by methyl groups at titanium increases reactivity dramatically, relative rates increasing in the series CH3Ti(OCHMe2)3 (CH3)2Ti(OCHMe2)2 (CH3)4Ti.The latter reagent and its zirconium analog methylate sterically hindered and/or enolizable ketones which normally fail to undergo Grignard reactions.The ate complex H2C=CHCH2Ti(OCHMe2)4MgCl (63) is aldehyde-selective, while the amino analog H2C=CHCH2Ti(NMe2)4MgCl (64) adds selectively to ketones in the presence of aldehydes.
IODOMETHYL PHENYL SULFOXIDE: REACTIVITY AND SYNTHETIC APPLICATIONS
Reutrakul, Vichai,Panyachotipun, Chitchanun,Hahnvajanawong, Viwat,Sotheeswaran, S.
, p. 1825 - 1828 (2007/10/02)
Lithio iodomethyl phenyl sulfoxides reacted with alkyl halides and carbonyl compounds to give adducts in good to moderate yields.Solvolysis of the carbonyl adducts led to sulfones or the ring expanded product.
