Regioselective synthesis of 3-(methylthio)phenols by formal [3+3]-cyclocondensations of 3-oxo-bis(methylthio)ketenacetals with 1,3-bis(trimethylsilyloxy)-1,3-butadienes and 1,3-dicarbonyl dianions☆

Add time:08/12/2019    Source:sciencedirect.com

The cyclization of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 3-oxo-bis(methylthio)ketenacetals afforded 3-(methylthio)phenols containing an acyl or ester substituent located at position 2. The cyclization of free 1,3-dicarbonyl dianions with 3-oxo-bis(methylthio)ketenacetals resulted in the formation of regioisomeric products containing an acyl group located at position 6.

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