TY - JOUR AU - Zeidan, Nicolas; Lautens, Mark TI - Migratory Insertion Strategies for Dearomatization SN - 0039-7881 SN - 1437-210X PY - 2019 JO - Synthesis JF - Synthesis LA - EN VL - 51 IS - 22 SP - 4137 EP - 4146 ET - 2019/08/26 DA - 2019/11/04 KW - palladium KW - nickel KW - dearomatization KW - migratory insertion KW - carbopalladation KW - difunctionalization AB - Development of strategies for molecule functionalization by dearomatization has surged in the last two decades. The benefits of overcoming the resonance stabilization energy outweigh the cost; diverse compounds could be accessed in a short number of steps. One approach that has been of interest in recent years is the dearomatization of indoles and other (hetero)aromatic compounds by migratory insertion. The chiral σ-bond palladium intermediate could be reduced or trapped by a second functionalization. In this short review we will summarize the recently discovered reactions from our group and others in this field of metal-catalyzed dearomatizations by migratory insertion.1 Introduction2 Monofunctionalizations: Heck and Reductive Heck Reactions2.1 N-Tethered Heterocycles2.2 Non-N-tethered Heterocycles2.3 Non-heterocycles3 Dearomative Difunctionalizations: Interrupted Heck Reaction3.1 N-Tethered Heterocycles3.2 Non-N-tethered Heterocycles4 Conclusion PB - © Georg Thieme Verlag DO - 10.1055/s-0037-1611918 UR - http://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0037-1611918 ER -