Yan, QiaoMa, XiangBanwell, MartinWard, Jas2019-04-080163-3864http://hdl.handle.net/1885/159362A total synthesis of the marine alkaloid discoipyrrole C (3) is described. In the pivotal step, the 2,3,5-trisubstituted pyrrole 19 was treated with MoOPH in the presence of MeOH, and the resulting methoxylated 1,2-dihydro-3H-pyrrol-3-one 20 subjected to reaction with potassium carbonate in MeOH then trifluoroacetic acid and H2O. This gave a mixture of target 3 and its dehydration product, and the structure of the former compound was confirmed by single-crystal X-ray analysis.We thank the Australian Research Council, the Institute of Advanced Studies, and ANU Connect for financial support. Q.Y. is the grateful recipient of a CSC grant provided by the People’s Republic of China, while X.M. acknowledges the generous support of the Guangzhou Elite Program.9 pagesapplication/pdfen-AU© 2017 American Chemical Society and American Society of Pharmacognosymarine alkaloid discoipyrrole C (3)2,3,5-trisubstituted pyrrole 19MoOPHMeOHTotal Synthesis of the Marine Alkaloid Discoipyrrole C via the MoOPH-Mediated Oxidation of a 2,3,5-Trisubstituted Pyrrole2017-11-2810.1021/acs.jnatprod.7b008722019-03-12