Nitroalkene

A nitroalkene, or nitro olefin, is a

• Nitroaldol reactions such as the Henry reaction:^[1][2][3][4]

• Nitration of an alkene with nitryl iodide generated in-situ from silver nitrite and elemental iodine:^[5]

• Direct nitration of alkenes with
  acidic conditions:^[6]

• Direct nitration of alkenes with
  Clayfen (Iron(III) nitrate supported on Montmorillonite clay):^[7]

• Dehydration of nitro-alcohols:^[8]

Reactions

Nitroalkenes are useful intermediates for various chemical functionalities.

• A nitroalkene behaving as a
  Michael acceptor in the synthesis of Lycoricidine:^[1][9]

• Nitroalkene acting as an activated
  Diels-Alder cycloaddition:^[1][10]

• The synthesis of pyrrole derivatives via the Barton–Zard reaction:^[11]

• Pericyclic reaction of a nitroalkene yielding an indole:^[12]

• Partial hydrogenation to an alkene baring a hydroxylamine functional group:^[13]

• Reduction to primary amines:^[13][14]

• Asymmetric Stetter reaction:^[15]

References