Chemoselective One-Pot Synthesis of Functionalized Amino-azaheterocycles Enabled by COware.
Thomas A ClohessyAlastair RobertsEric S ManasVipulkumar K PatelNiall A AndersonAllan J B WatsonPublished in: Organic letters (2017)
Functionalized bicyclic amino-azaheterocycles are rapidly accessed in a one-pot cross-coupling/reduction sequence enabled by the use of COware. Incompatible reagents are physically separated in a single reaction vessel to effect two chemoselective transformations-Suzuki-Miyaura cross-coupling and heteroarene reduction. The developed method allows access to novel heterocyclic templates, including semisaturated Hedgehog and dual PI3K/mTOR inhibitors, which show enhanced physicochemical properties compared to their unsaturated counterparts.