ChemInform Abstract: γ‐Halo‐enones: A Method for Their Synthesis from Arylacyl Halides and Their Application to the Preparation of Five‐Membered Ring Heterocycles.

• DOI: 10.1002/chin.201436038
• Publication Date: 2014-08-21T23:56:11Z
• Authors: Mei‐Huey Lin; Yen‐Chih Huang; Chung‐Kai Kuo; Chang‐Hsien Tsai; Yi‐Syuan Li; Ting‐Chia Hu; Tsung‐Hsun Chuang
• Keywords: 01 natural sciences; 0104 chemical sciences

A simple method has been developed for synthesis of γ-halo-enones. The approach employs a sequence involving initial indium-mediated allenylation reactions of phenacyl halides with propargyl bromide. This process is followed by acid-promoted rearrangement reactions of the formed homoallenic halohydrins. The new method can be incorporated into routes for the efficient synthesis of various five-membered heterocyclic compounds.