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Ebao-lu
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Halogenation with CCl4 is having a radical-anion radical pair mechanism (RARP) as i found. One step reaction using CCl4/KOH/tBuOH, yielding to alkenes
is called Meyer's modification. Or you can use TCCA for halogenation (i found that NBS and NCS can be used), and then treat it with base if CCl4 is
not avaliable. Probably, TCCA can even oxidize the sulfide to sulfone, making it possible to do in one step. Yes, you can probably make a sulfide with
thiourea/6-halohexanoic acid (maybe even in situ with HBr/thiourea, but not sure).
If you are interested, try to search for Ramberg-Backlund in literature, there should be plenty of information (some even in google)
[Edited on 1-4-2009 by Ebao-lu]
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Ebao-lu
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I don't know if it is still relevant
http://img834.imageshack.us/img834/4210/ramberg.jpg
Found in a book, without a reference. But in the end of article the literature sources used were outlined:
1. Comprehensive Organic Chemistry D. Barton and W.D. Ollis, v.5, Pergamon, Oxford, 1979 p.-?
2. March's advanced organic chemistry, v.4, p.-?
3. Bord-well F. G., Ace. Chem. Res., 1970, v. 3, № 9, p. 281-90;
4. Schneller S., Int. J. Sulfur Chem., 1973, v. 8, № 3, p. 485-503;
5. Magnus Ph. D., Tetrahedron, 1977, v. 33, № 16, p. 2019-45;
6. Paquette L, Organic Reactions, v. 25, N. Y., 1977, p. 1-71.
[Edited on 5-10-2010 by Ebao-lu]
[Edited on 5-10-2010 by Ebao-lu]
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jon
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Mood: paranoid distrustful apprehensive
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hmmm off topic but, there ought to be a place here where nicodem's brain could be downloaded/uploaded.
if that were possible
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entropy51
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Quote: Originally posted by jon  | hmmm off topic but, there ought to be a place here where nicodem's brain could be downloaded/uploaded.
if that were possible |
Couldn't we at
least get a list of the books he reads? I'm pretty sure he reads books, not Wiki's.
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UnintentionalChaos
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I haven't been here in ages and of all things, this thread surfaces- from long before I knew much o-chem. At any rate, I managed to get a little
triphenylphosphine so my work is rather cut out for me, if I ever get back to the project. There's some azeotropic HBr and 6-hydroxyhexanoic acid that
I prepared just gathering dust.
Department of Redundancy Department - Now with paperwork!
'In organic synthesis, we call decomposition products "crap", however this is not a IUPAC approved nomenclature.' -Nicodem
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