One‐Pot Method for Regioselective Bromination and Sequential Carbon–Carbon Bond‐Forming Reactions of Allylic Alcohol Derivatives
Abstract
Di‐ or trisubstituted olefins were synthesized in high yields with excellent regio‐ and cis–trans selectivities in one‐pot reactions, including a regioselective DBU‐promoted trans HBr elimination. This one‐pot methodology could become a straightforward transformation of “straight” alkenes into “Y‐shaped” alkenes.
Abstract
An efficient one‐pot method for the regioselective bromination of allylic alcohol derivatives (two‐step reaction sequence) followed by Sonogashira, Negishi, or Suzuki–Miyaura coupling reactions in the same reaction vessel (three‐step reaction sequence) has been developed. The key reaction in these one‐pot systems is the regioselective DBU‐promoted trans HBr elimination of vicinal dibromides bearing an adjacent O‐functional group.
