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Synthesis 1990; 1990(4): 313-314
DOI: 10.1055/s-1990-26861
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Regioselective Reductive Alkylation of 3,4,5-Trimethoxybenzaldehyde Dimethylacetal: A New Synthesis of 4-Alkyl-3,5-dimethoxybenzaldehydes and 2,5-Dialkyl-1,3-dimethoxybenzenes

Ugo Azzena* , Sergio Cossu, Teresa Denurra, Giovanni Melloni, Anna Maria Piroddi
  • *Dipartimento di Chimica, Universita' di Sassari, Via Vienna 2, I-07100 Sassari, Italy
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Publikationsdatum:
17. September 2002 (online)

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The regioselective replacement of the 4-methoxy group of 3,4,5-trimethoxybenzaldehyde dimethylacetal by an alkyl group under reductive electron-transfer conditions has been employed as a key step in a new synthesis of 2,5-dialkyl-1,3-dimethoxybenzenes via the corresponding 4-alkyl-3,5-dimethoxybenzaldehydes.