Abstract

AbstractA metal free, PIDA (Iodosobenzene diacetate) mediated radical oxidative annulation of aromatic aldehydes with 1,2‐diphenylethyne was developed, resulting an array of 2,3‐diaryl indenones in moderate to good yields. This methodology requires no preactivation of the aldehyde groups and involves activation of the C(sp)‐C(sp) bond of the internal alkyne by in situ generated acyl radical under metal free condition. This procedure is applicable to a large variety of functionalized substrates specially heterocyclic aldehydes and ortho hydroxyl aromatic aldehydes to give 2,3‐diaryl indenones. Interestingly, meta substituted aromatic aldehyde provided two regioisomers in 1:1 ratio when they were subjected to the experimental condition. These two regioisomers were isolated by column chromatography and their colour, spectral data and crystal structures were investigated.

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