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Chapter 27: Q 54. (page 1103)

Question: Draw a stepwise, detailed mechanism for the following reaction.

Short Answer

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Answer

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Nazarov cyclization

The reaction proceeds in the presence of an acid. A ring-closing reaction takes place between a conjugated enone and an alkene.

Cheletropic reactions

Pericyclic reactions that involve the elimination of a small group or chemical entity are called cheletropic reactions.

Mechanism of the given reaction

The mechanism of the reaction is given here under.

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Most popular questions from this chapter

Question: (a) How many π molecular orbitals are present in deca-1,3,5,7,9-pentaene $({CH}_{2} = CH - CH = CH - CH = CH - CH = CH - CH = {CH}_{2})$ ? (b) How many are bonding MOs and how many are antibonding MOs ? (c) How many nodes are present in $ψ_{1}^{*}$ ? (d) How many nodes are present in $ψ_{10}^{*}$ ?

Question:What type of sigmatropic rearrangement is illustrated in each equation?

Question: Consider the following electrocyclic ring closure. Does the product form by a conrotatory or disrotatory process? Would this reaction occur under photochemical or thermal conditions?