Abstract

Abstract One-pot reactions of thioformates with lithium silylacetylides, arylmagnesium halides, and electrophiles that produce propargyl (2-propynyl) sulfides are described. The pathway for this process begins with addition of lithium (trimethylsilyl)acetylide to the thioformate C=S carbon. This step is followed by addition of the arylmagnesium halide to the sulfur atom of the C=S group in the in situ generated propynethial. The intermediacy of the propynethial in this process was confirmed by trapping through a Diels–Alder reaction with cyclopentadiene.

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