已传文件：photo/1772588079.png
The Doyle–Kirmse reaction is a rearrangement reaction between metal carbene and allyl sulfide / selenide, etc. The typical general formula and mechanism are as follows:
Reaction formula: diazonium compound + allyl sulfide → rearranged allyl sulfide
Reaction mechanism
The metal catalyzes the decomposition of diazonium compounds, generating metal carbenes;
The carbenes form a sulfoxide intermediate with the S atom of the thioether;
The sulfoxide undergoes **[2,3]-σ rearrangement**, with the allyl group migrating;
The metal is removed to obtain the final rearranged product.
