Dibenzocycloheptanones construction through a removable <i>P</i>-centered radical: synthesis of allocolchicine analogues
Yan Zhang, Zhenzhi Cai, Julia Struwe, Chanchan Ma, Wangyu Zeng, Xinyi Liao, Min Xu, Lutz Ackermann
Abstract
-trig cyclization which is initiated by a phosphorus-centered radical. This approach provides a step-economical regime for the facile assembly of a wide range of phosphorylated dibenzocycloheptanones. Remarkably, we also have devised a traceless addition/exchange strategy for the preparation of dephosphorylated products at room temperature with excellent yields. Therefore, this protocol allows for the concise synthesis of biorelevant allocochicine derivatives.
Topics & Concepts
TricyclicMoleculeChemistryStereochemistryCombinatorial chemistryNatural (archaeology)Organic chemistryBiologyPaleontologyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques