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.
Okano
Kentaro
K
Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki, Aoba-ku, Sendai 980-8578, Japan.
Mitsuhashi
Nakako
N
Tokuyama
Hidetoshi
H
D000586:Amination; D003300:Copper / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry; D008024:Ligands; D013302:Streptomyces / Q000737:chemistry
D007211:Indoles; D008024:Ligands; D003300:Copper; C030374:indole