Functionalization of 3-Chlorobenzaldehyde

Abstract

2-Substituted 3-chlorobenzaldehydes were prepared from the corresponding 2-(3-chlorophenyl)-1,3-dioxolanes using an ortho-lithiation strategy. The 6-chloro-2-formylbenzamide exists only in a ring form, but 6-chloro-2-formylbenzoic acid esters were isolated in both forms as open chain and cyclic tautomers. 7-Chloro-3-hydroxy-3H-isobenzofuran-1-one reacted with nucleophilic reagents at the carbonyl or quaternary carbon depending on the character of nucleophile.

Key words

3-chlorobenzaldehyde - 2,3-dihydroisoindol-1-ones - 3H-isobenzofuran-1-ones - directed ortho-lithiation - ring-chain tautomers

• References

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