Abstract

A method for regioselective alkylation of the 3-thiono-1,2,4-triazinone 10 at the sulfur atom is reported. Subsequent Claisen rearrangements, triggered either thermally or using a palladium catalyst, deliver N-alkylated products 13, while acid-catalysed rearrangements of examples where a tertiary carbenium ion can be generated, result in the formation of N-thioalkyl derivatives.

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