Author Topic: Reducing aryl alkyl carbonyls  (Read 1796 times)

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Chromic

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Reducing aryl alkyl carbonyls
« on: February 23, 2002, 09:29:00 PM »
Well, in my studies I crossed a reduction of aryl alkyl carbonyls (maybe best called benzylic carbonyls?) to aryl akyls, which sort of surprised me because it used H2/Pd giving the same ends as the Wolf-Kishner which has been talked about in

Post 172398 (missing)

(rubberneck: "Wolff-Kishner reduction", Stimulants)
but with nearly 100% yields. Anyone tried this on methcathinone or Wellbutrin?

Sunlight

  • Guest
Re: Reducing aryl alkyl carbonyls
« Reply #1 on: February 23, 2002, 10:29:00 PM »
CTH reduces carbonyls too, and seems more accesible.

Rhodium

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Re: Reducing aryl alkyl carbonyls
« Reply #2 on: February 24, 2002, 04:19:00 AM »
True, CTH seems like it is good for almost anything. BTW, the Wolff-Kishner reduction can be carried out in the microwave in 1-2 minutes, I can dig up the ref if you want to.

I don't think the Wolff-Kishner reduction works well with vicinal aminoketones (as in methcathinone) though, as they can self-condense to unusable pyrazines under basic conditions.