Nitroalkene

Synthesis

• Nitroaldol reactions such as the Henry reaction:
• Nitration of an alkene with nitryl iodide generated in-situ from silver nitrite and elemental iodine:
• Direct nitration of alkenes with nitric oxide and an aluminum oxide catalyst in acidic conditions:
• Direct nitration of alkenes with Clayfen :
• Dehydration of nitro-alcohols:

Reactions

• A nitroalkene behaving as a Michael acceptor in the synthesis of Lycoricidine:
• Nitroalkene acting as an activated dienophile toward butadiene in a Diels-Alder cycloaddition:
• The synthesis of pyrrole derivatives via the Barton–Zard reaction:
• Pericyclic reaction of a nitroalkene yielding an indole:
• Partial hydrogenation to an alkene baring a hydroxylamine functional group:
• Reduction to primary amines:
• Asymmetric Stetter reaction: