Synthesis of Stannylated Aryl Imines and Amines via Aryne Insertion Reactions into Sn−N Bonds.

The reaction of in situ generated arynes with stannylated imines to provide ortho‐stannyl‐aniline derivatives is reported. The readily prepared trimethylstannyl benzophenone imine is introduced as an efficient reagent to realize the aryne σ‐insertion reaction. The imine functionality is an established N‐protecting group and insertions proceed with good yields and good to excellent regioselectivities. The product anilines are valuable starting materials for follow‐up chemistry thanks to the rich chemistry offered by the trimethylstannyl moiety. [ABSTRACT FROM AUTHOR]