Results are reported on the regioselective C-deuteration of a series of related acyclic and exocyclic enolates derived from substituted aryl ketones. We comment on factors, such as the presence of additives and the structural nature of the enolate,

Regioselective C‐deuteration of a series of Endocyclic enolates (derived from cyclic aryl ketones) was efficiently achieved by quenching the corresponding “base‐free” enolate in the presence of a suitable deuterium source. We discuss the structural nature of the deuterium donor and comment on the use of additives within this deuteration step.

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SummaryA practical synthetic laboratory route for the synthesis of trideuteriomethyl-[ 13 C] iodide ( 13 CD 3 I) (from tetradeuterio-[ 13 C]-methanol and hydriodic acid) is described. We comment on the experimental protocol, and the use of water as an 'additive' to improve the synthetic yield.

Substituted 4-bromophenols can be synthesised efficiently by heating the corresponding phenol in either neat diethyl bromomalonate or diethyl dibromomalonate. We discuss the regioselectivity of such reactions and comment on the scope and limitation of this procedure.