Diastereoselective Synthesis of Cycloheptannelated Indoles via Lewis-Acid-Catalyzed (4 + 3)-Cyclization of Donor–Acceptor Cyclopropanes
Bao Qiong Li, Zong‐Wang Qiu, Ai‐Jun Ma, Jin‐Bao Peng, Na Feng, Ji‐Yuan Du, Han‐Peng Pan, Xiang‐Zhi Zhang, Xue-Tao Xu
Abstract
An efficient and straightforward Lewis-acid-mediated stereoselective (4 + 3)-cyclization of indole-substituted alkylidene malonates and donor-acceptor cyclopropanes has been developed involving the Friedel-Crafts/Michael addition cyclization cascade. This reaction provides a mild and effective method for the construction of synthetically and structurally interesting functionalized cycloheptannelated indoles.
Topics & Concepts
ChemistryCatalysisLewis acids and basesAcceptorCombinatorial chemistryStereochemistryOrganic chemistryMedicinal chemistryCondensed matter physicsPhysicsCyclopropane Reaction MechanismsCatalytic Alkyne ReactionsCatalytic C–H Functionalization Methods