Fused pyridine derivatives R 0450 DOI: 10.1002/chin.201643141 Copper-Catalyzed Cascade Reaction via Intramolecular Hydroamination 43- 141 Cyclization of Homopropargylic Amines and Intermolecular Povarov Reaction with Imines. — A series of hexahydro-1H-pyrrolo[3,2-c]quinoline derivatives is synthesized in good to high yields by a one-pot cascade reaction of homopropargylic amines with simple imines in the presence of Cu(OTf)2. This reaction proceeds through an intramolecular hydroamination cyclization of homopropargylic amine to generate a highly reactive dihydropyrrole intermediate in situ. It subsequently reacts with an imine via an intermolecular inverse-electron-demand aza-Diels—Alder reaction and a 1,3-H shift to give the fused pyrroloquinoline structures, forming two new C—C bonds, one C—N bond and one N—H bond. — (WANG, H.; WANG, C.; HUANG, K.; LIU, L.; CHANG, W.; LI*, J.; Org. Lett. 18 (2016) 10, 2367-2370, http://dx.doi.org/10.1021/acs.orglett.6b00804 ; State Key Lab. Elem.-Org. Chem., Nankai Univ., Tianjin 300071, Peop. Rep. China; Eng.) — D. Homolka
ChemInform 2016, 47, issue 43
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
ChemInform 2016, 47, issue 43
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
