Identification of a Novel Michael Acceptor Group for the Reversible Additionof Oxygen- and Sulfur-Based Nucleophiles. Synthesis and Reactivity of the3-Alkylidene-3H-indole 1-Oxide Function of Avrainvillamide
The 3-alkylidene-3H-indole 1-oxide functional group found in the naturally occurring alkaloid avrainvillamide has been synthesized by a cross coupling−reductive condensation sequence and found to undergo reversible addition of oxygen- and sulfur-based nucleophiles.