Palladium‐Catalyzed Branch‐ and <i>Z</i>‐Selective Allylic C−H Amination with Aromatic Amines
Rui Liu, Meng‐Lan Shen, Lian‐Feng Fan, Xiao‐Le Zhou, Pu‐Sheng Wang, Liu‐Zhu Gong
Abstract
Allylamines are important building blocks in the synthesis of bioactive compounds. The direct coupling of allylic C-H bonds and commonly available amines is a major synthetic challenge. An allylic C-H amination of 1,4-dienes has been accomplished by palladium catalysis. With aromatic amines, branch-selective allylic aminations are favored to generate thermodynamically unstable Z-allylamines. In addition, more basic aliphatic cyclic amines can also engage in the reaction, but linear dienyl allylic amines are the major products.
Topics & Concepts
Allylic rearrangementAminationPalladiumCatalysisChemistryOrganic chemistryCombinatorial chemistryMedicinal chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSynthetic Organic Chemistry Methods