Barton–Zard reaction

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The Barton–Zard reaction is a route to pyrrole derivatives via the reaction of a nitroalkene with an α-isocyanide under basic conditions.[1] It is named after Derek Barton and Samir Zard who first reported it in 1985.[2]

Mechanism

The mechanism consists of five steps:

Scope

The nitro compound may be aromatic rather than just an alkene.

porphyrins,[4] as well as dipyrromethenes such as BODIPY.[5]

References