α-Bromoacrylic Acids as C1 Insertion Units for Palladium-Catalyzed Decarboxylative Synthesis of Diverse Dibenzofulvenes
Minghao Zhang, Wenbo Deng, Mingjie Sun, Liwei Zhou, Guobo Deng, Yun Liang, Yuan Yang
Abstract
Herein α-bromoacrylic acids have been employed as C1 insertion units to achieve the palladium-catalyzed [4 + 1] annulation of 2-iodobiphenyls, which provides an efficient platform for the construction of diverse dibenzofulvenes. This protocol enables the formation of double C(aryl)-C(vinyl) bonds via a C(vinyl)-Br bond cleavage and decarboxylation. It is particularly noteworthy that the method features a broad substrate scope, and various interesting frameworks, such as bridged ring, fused (hetero)aromatic ring, and divinylbenzene, can be successfully incorporated into the products.
Topics & Concepts
ChemistryAnnulationPalladiumDecarboxylationCatalysisRing (chemistry)Substrate (aquarium)ArylCleavage (geology)Combinatorial chemistryTriple bondStereochemistryDouble bondOrganic chemistryGeologyOceanographyAlkylFracture (geology)Geotechnical engineeringEngineeringCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsOxidative Organic Chemistry Reactions