I have recently synthesis an allyl phenyl sulfide, reacting allyl bromide with thiocresol, now, I would like to oxidizing the allyl group to epoxide by means of mCPBA but I found that this reagent can oxidize sulfur to sulfoxide?
Yeah, thioethers are fairly easily oxidized. I don't know if there is an easy way to oxidize only the alkene (there might be). But it might be easier to use bromoacetaldehyde (probably in the acetal form), and then form the epoxide by adding CH2 to the aldehyde using the Corey-Chaykovsky reaction (see attached scheme)
You may want to consider making the epoxide in a 2-step procedure instead.
Alkene to halohydrin followed by treatment with base to form the epoxide
I wish to thank you for the support and help you provided, for your dedication, attention and open-minded thinking and for your readiness to help with very prompt response to my question.
I would like to express my sincere gratitude to Mr. Aaron Bloomfield who have sent me the best answer.
Most willingly.
I am going to order the reagents as soon as possible and do the reaction, I am sure your valuable proposed method will work.
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