User:Mpizzuto15/sandbox

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Allan-Robinson Reaction

My plan for this page is to overhaul the introduction paragraph. There is some very basic and generic information that is useful, however it lacks the introduction that is necessary for a named reaction in organic synthesis. I will add a paragraph that will go over each reaction mechanism step in some detail to give a reader an idea of how the reaction proceeds.

Citations

[1]

The first step is an enolization which is a proton transfer created a hydroxide instead of a carbonyl and an alkene instead of an alkane. The second step is an acylation

in which the newly formed bond from the enolization attacks an electrophilic carbon in the anhydride. The third step displays the carboxylate functionality leaving since it is the best leaving group. As a result the resulting carboxylate attacks an alpha hydrogen to create the enol functionality again in step four. The fifth step shows the nucleophilic hydroxide attacking the carbonyl carbon to create a new six membered heterocyclic ring. The resulting structure undergoes a proton transfer in step 6 to achieve the final product. All six of these steps occur in the reaction flask in the presence of heat.[1] [2]

Reaction overview
  1. ^ a b Li, Jie Jack (2006). Name Reactions: A Collection of Detailed Reaction Mechanisms. New York: Springer. pp. 8–9. ISBN 3-540-30030-9.
  2. ^ Graham,, Solomons, T. W. Organic chemistry. Fryhle, Craig B.,, Snyder, S. A. (Scott A.), (Eleventh edition ed.). Hoboken, New Jersey. ISBN 9781118147399. OCLC 856570054. {{cite book}}: |edition= has extra text (help)CS1 maint: extra punctuation (link) CS1 maint: multiple names: authors list (link)