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Isobutene

Isobutene is a good protecting agent for carboxyl and hydroxyl groups. It can undergo photochemical cycloaddition, acid-catalyzed cycloaddition, alkylation and carbene reactions with enones....

Release time：2025-04-26

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Isobutene is a good protecting agent for carboxyl and hydroxyl groups. It can undergo photochemical cycloaddition, acid-catalyzed cycloaddition, alkylation and carbene reactions with enones.

Protecting groups

Isobutene is widely used to protect carboxylic acids to generate corresponding tert-butyl esters. Acids such as fatty acids, aromatic acids and nitrogen-protected amino acids can be protected by isobutylene. Tert-butyl esters with steric hindrance are difficult to saponify, but can be hydrolyzed under acid catalysis.

Cycloaddition under light conditions

Isobutene can be widely used to undergo cycloaddition with enones. Weakly protonated isobutylene often undergoes stereoselective cycloaddition. Cyclohexenone, cyclopentenone and enones with functional groups can all undergo cycloaddition with isobutylene. The Paterno-Buchi cycloaddition involving isobutylene can produce a variety of different oxirane hydrocarbons.

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