synthetic.madness
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Blog Syn
So I thought some members would be interested in this. In a world of systemic yield/ selectivity inflation and 32- step syntheses that will likely
never be repeated, this blog is a welcome addition:
http://blog-syn.blogspot.ca/
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Rich_Insane
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Very interesting. There's a whole bunch of papers I can think of that have given me practically useless methods -- it's good to have a professional
testing these things out!
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Boffis
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Yes very interesting! Its just how to offer these guys moral support to keep up the good work.
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smaerd
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Love the blog! Awesome idea.
Here's a reaction to debunk hehe:
Ali Khalafi-Nezhad, Abolfath Parhami, Mohammad Navid Soltani Rad
Efficient method for the direct preparation of amides from carboxylic acids using tosyl chloride under solvent-free conditions, Tetrahedron Letters,
Volume 46, Issue 40, 3 October 2005, Pages 6879-6882, ISSN 0040-4039, 10.1016/j.tetlet.2005.08.021.
(http://www.sciencedirect.com/science/article/pii/S0040403905...)
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Rich_Insane
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I've got a couple of other papers concerning amide synthesis. They look way too good to be true. In fact, when I've tried them out, they don't work
well at all -- one gives no yield and another gives ridiculously low yields, if anything. But since I am a noob chemist, I suspect that my technique
is partially to blame.
Still, I'd like to know exactly how much of my failure is due to poor technique and how much is due to the paper itself.
Here is one particular reference describing one-pot synthesis of amides from aldehydes via oxime and copper sulfate:
Aldehyde to Amide
There are some others out there concerning the use of zinc salts for this rearrangement. For example: "Cost efficient synthesis of amides from oximes
with indium or zinc catalysts"; Volume 51, Issue 20, 19 May 2010, Pages 2724–2726
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Nicodem
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It would be stupid to waste experimental time on Indian and Iranian articles like these, when their nature is obvious already by reading them. If
anything, it is the type of articles like the ones they already checked that are of interest for the wider audience - articles from the the big and
respectable groups.
…there is a human touch of the cultist “believer” in every theorist that he must struggle against as being
unworthy of the scientist. Some of the greatest men of science have publicly repudiated a theory which earlier they hotly defended. In this lies their
scientific temper, not in the scientific defense of the theory. - Weston La Barre (Ghost Dance, 1972)
Read the The ScienceMadness Guidelines!
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paw_20
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I was about to look into that aldehyde to amide paper myself over the next couple weeks Rich_Insane, and try the analogous syntheses with indium and
zinc salts. I also believe I saw one with nickel salts, but I can't find it at the moment. If synthetic.madness doesn't get around to it first, I'll
post something.
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Rich_Insane
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Quote: |
It would be stupid to waste experimental time on Indian and Iranian articles like these, when their nature is obvious already by reading them. If
anything, it is the type of articles like the ones they already checked that are of interest for the wider audience - articles from the the big and
respectable groups.
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I've seen quite a few mentions of other transition metal catalysts as a means for rearranging oximes to amides. I wouldn't mention that reference
otherwise, but I am curious to see if the paper is completely false.
paw_20: I've sent you a PM with the reference you seek. Would be good to see if this actually works.
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