4727-98-4Relevant articles and documents
Iodine-Catalyzed C-N Cleavage of Tertiary Amines: Synthesis of Methylene-Bridged Bis-1,3-dicarbonyl Compounds
Lu, Lin,Guo, Shengmei,Xiong, Qiheng,Liu, Shengyi,Li, Xiang,Cai, Hu
, p. 2445 - 2450 (2014)
A novel and efficient iodine-catalyzed C-N cleavage of tertiary amines via an sp3 C-H bond oxidative coupling reaction is described. A wide range of methylene-bridged bis-1,3-dicarbonyl compounds were synthesized in up to 92% yield by using an
Synthesis of Cyclopentenes and Cyclohexenes Via Cobalt(II)-Catalyzed Oxidative Cyclization
Chen, Xinfeng,Gao, Wenchao,Shi, Yue,Xu, Xuefeng,Zhang, Xu
, p. 15335 - 15344 (2021/11/16)
A unique method for the synthesis of cyclopentenes and cyclohexenes has been achieved by the coupling of diketones and alkenes under cobalt(II) catalysis and dimethyl sulfoxide involvement. Under optimal conditions, the formation of five- and six-membered rings can be readily controlled by the α-position substitution of styrenes. This process is proposed to proceed through a reaction sequence of oxidative coupling (mediated by K2S2O8), regioselective alkene insertion (promoted by cobalt), and intramolecular attack of the resulting allylcobalt species on the carbonyl group or methyl group in the reactive methylene process.
Unusual Reactivity of 4-Vinyl Isoxazoles in the Copper-Mediated Synthesis of Pyridines, Employing DMSO as a One-Carbon Surrogate
Kumar, Pravin,Kapur, Manmohan
supporting information, p. 5855 - 5860 (2020/07/30)
An efficient protocol for the synthesis of nicotinate derivatives and tetrasubstituted pyridines through a copper-mediated cleavage of isoxazoles has been developed. The highlight of the work is the observation of an unusual reactivity of 4-vinyl isoxazoles under the reaction conditions. DMSO serves as a one-carbon surrogate generating an active methylene group during the reaction to form two C-C bonds. This protocol provides a facile and an expeditious approach for the assembly of densely substituted N-heterocyclic compounds.
