The Reaction of Dimethylalkynylaluminum Reagents with Trimethylsilyldiazomethane: Original Reactivity Leading to New α-Silylated Alkynyl Hydrazones

Rahul Kumar (1) , Serge Turcaud (1) , Laurent Micouin (1)

1 LCBPT - UMR 8601 - Laboratoire de Chimie et de Biochimie Pharmacologiques et Toxicologiques

Trimethylsilyl (TMS) diazomethane does not react as a homologating reagent but as a C-electrophilic species with dimethylalkynylaluminum reagents. This unprecedented reactivity enables a simple access to unusual α-silylated alkynyl hydrazones.

Domaines: Chimie organique

Rahul Kumar, Serge Turcaud, Laurent Micouin. The Reaction of Dimethylalkynylaluminum Reagents with Trimethylsilyldiazomethane: Original Reactivity Leading to New α-Silylated Alkynyl Hydrazones. Organic Letters, 2014, 16 (23), pp.6192-6195. ⟨10.1021/ol503113d⟩. ⟨hal-02185384⟩