40201-94-3Relevant articles and documents
Synthesis of naturally occurring polyacetylenes via a bis-silylated diyne
Fiandanese, Vito,Bottalico, Daniela,Marchese, Giuseppe,Punzi, Angela
, p. 5126 - 5132 (2006)
A straightforward synthesis of a series of naturally occurring polyacetylenes has been developed, including the montiporynes A and C, possessing cytotoxic activity against several human solid tumor cells, the atractylodin, with antibiotic activity against Escherichia coli, and triynes, which display insecticidal activities, starting from the readily available 1,4-bis(trimethylsilyl)-1,3-butadiyne.
Reactions of HDDA-Derived Benzynes with Sulfides: Mechanism, Modes, and Three-Component Reactions
Chen, Junhua,Palani, Vignesh,Hoye, Thomas R.
supporting information, p. 4318 - 4321 (2016/05/09)
We report here reactions of alkyl sulfides with benzynes thermally generated by the hexadehydro-Diels-Alder (HDDA) cycloisomerization. The initially produced 1,3-betaine (o-sulfonium/aryl carbanion) undergoes intramolecular proton transfer to generate a more stable S-aryl sulfur ylide. This can react in various manners, including engaging weak acids (HA) in the reaction medium. This can produce transient ion pairs ArSR2+A- that proceed to the products ArSR + RA. When cyclic sulfides are used, A- opens the ring and is incorporated into the product, an outcome that constitutes a versatile, three-component coupling process.