Regioselective side-chain amination of 2-alkyl azacycles by radical translocation: total synthesis of tetraponerine T8

Iodine-mediated regioselective C2-amination of indoles and a concise total synthesis of (±)-folicanthine.

Highly substituted 2-aminated indoles can be prepared in moderate to excellent yields by regioselective C2-amination of indoles promoted by iodine. As a key step in a concise synthesis of (±)-folicanthine, its core structure was easily obtained by one step cyclization-dimerization of substituted tryptophan in high yield on a gram scale.

Total synthesis of PDE-II by copper-mediated double amination.

A concise total synthesis of PDE-II featuring copper-mediated double aryl amination with the combination of CuI, CsOAc, and Cs2CO3 is described. The highly substituted pyrroloindole skeleton was constructed by a one-pot five-step sequence including double aryl amination, beta-elimination, deprotection of a Cbz group, and removal of an Ns group followed by rearomatization.

Synthesis of alkyl 2-(4-oxoquinazolin-3(4H)-yl) acrylate by nucleophilic additionof alkyl propiolates catalysed by Ph3P

4-Hydroxyquinazoline undergoes neutral conditions with alkyl propiolates in the presence of triphenylphosphine (0.26g), and by α substituation the corresponding  2-(4-oxoquinazolin-3(4H)-yl acrylate was obtained in good yields.

Regioselective Rhodium-Catalyzed Allylic Amination

Synthesis of Some Quinazoline Derivatives Functionalized with3-Heterocycles Side Chain

Utilization of benzoxazinone for synthesis quinazolinone derivatives with 3-heterocycle side chain. treatment of benzoxazinon 1 with cyano acetohydrazide or thionocarbohydrazide gave the quinazolinone derivatives 2 or 12. quinazolinone 2 has been utilized as synthon for new  pyridinone, oxazet, thiazole, thiazolidinone and quinazolinone derivatives. Thiosemicarbazide and thiosemicarbazone deriv...