Palladium-Catalyzed Allylic C–H Fluorination

The first catalytic allylic C–H fluorination reaction using a nucleophilic fluoride source is reported. Under the influence of a Pd/Cr cocatalyst system, simple olefin substrates undergo fluorination with Et₃N·3HF in good yields with high branched:linear regioselectivity. The mild conditions and broad scope make this reaction a powerful alternative to established methods for the preparation of allylic fluorides from prefunctionalized substrates

Synthesis of Fused Imidazole-Containing Ring Systems via Dual Oxidative Amination of C(sp³)–H Bonds

A general and efficient method for a metal-free one-pot synthesis of highly substituted fused imidazole-containing 5,5- and 5,6-fused bicyclic heterocycles is described. Starting from commercially available substrates and reagents, the reaction proceeds through two C–N bond formations and an oxidative dehydrogenation to form highly substituted products in good to excellent yield

Tri- and Tetrasubstituted Functionalized Vinyl Sulfides by Radical Allylation

2-Fluoropyridinyl-6-oxy- precursors derived from phenyl vinyl sulfide react with radicals generated from xanthates <i>via</i> an addition–elimination process to furnish the corresponding vinyl sulfides in good yields. This convergent method is operationally simple and enables a straightforward synthesis of the difficult to access tetrasubstituted vinyl sulfides. Vinyl sulfides were used as more robust enol ether surrogates in highly stereoselective reactions with <i>N-</i>acylium cations leading to nitrogen-containing polycyclic structures