Cobalt-Catalyzed Selective Synthesis of Isoquinolines Using Picolinamide as a Traceless Directing Group
Picolinamide has first been employed as a traceless directing group for the cobalt-catalyzed oxidative annulation of benzylamides with alkynes to synthesize isoquinolines through C-H/N-H bonds activation. Oxygen is used as a terminal oxidant. This protocol exhibits good functional group tolerance and excellent regioselectivity. Both terminal and internal alkynes can be efficiently applied to this catalytic system as substrates.
Pd(II)-Catalyzed Direct Sulfonylation of Benzylamines Using Sodium Sulfinates
A Pd(II)-catalyzed direct sulfonylation of benzylamines with sodium sulfinates using a removable bidentate directing group is illustrated. The transformation is highly regioselective and tolerates wide functional groups. The mechanistic study reveals that radical species are involved in this reaction. This method delivers a direct synthetic strategy to obtain highly functionalized sulfonylated benzylamines.
Karmakar, Ujjwal,Samanta, Rajarshi
p. 2850 - 2861
(2019/03/29)
[Cp*RhIII] in an Ionic Liquid as a Highly Efficient and Recyclable Catalytic Medium for Regio- and Diastereoselective Csp3–H Carbenoid Insertion
Reported herein is a bidentate-assisted Csp3–H bond insertion using Cp*RhIII/IL as a highly efficient and recyclable catalytic medium, while showing good functional group tolerance. Notably, the application of ionic liquid not only lowered the temperature, but also enhanced the diastereoselectivity of this reaction. This work significantly expanded the scope of ionic liquids in Csp3–H functionalizations.
Manganese/cobalt-catalyzed oxidative C(sp3)-H/C(sp3)-H coupling: A route to α-tertiary β-arylethylamines
Reported herein is an oxidative coupling reaction of an α-C(sp3)-H bond of amine with a benzylic C(sp3)-H bond through Mn or Co catalysis to provide diverse collections of α-tertiary β-arylethylamines. This protocol features an easily installed and removable coordinating activation group, a wide scope of substrates, low-cost metal catalysts, easily available starting materials and synthetic simplicity.
Palladium-catalyzed aryl C-H bonds activation/acetoxylation utilizing a bidentate system
[Chemical Equation Presented] A palladium-catalyzed aryl C-H bonds activation/acetoxylation reaction utilizing a bidentate system has been explored. This transformation has been applied to a wide array of pyridine and 8-aminoquinoline derivatives and it exhibits excellent functional group tolerance.