476621-08-6Relevant articles and documents
Cu-catalyzed oxidative Povarov reactions between N-alkyl N-methylanilines and saturated oxa- and thiacycles
Kawade, Rahul Kisan,Huple, Deepak B.,Lin, Rong-Jing,Liu, Rai-Shung
supporting information, p. 6625 - 6628 (2015/04/14)
Cu-catalyzed oxidative Povarov reactions between N,N-dialkylanilines and saturated oxa- or thiacycles with tert-butyl hydroperoxide (TBHP) are described; notably, the reactions use neither [4π] nor [2π]-motifs as the initial reagents. The use of cheap alkane-based substances as building units is of mechanistic and practical interest as two inert sp3 C-H bonds are activated.
Stereoselective approach to the pyrroloquinoline core of martinelline
Malassene, Richard,Sanchez-Bajo, Lourdes,Toupet, Loic,Hurvois, Jean-Pierre,Moinet, Claude
, p. 1500 - 1504 (2007/10/03)
The synthesis of α-aminonitrile 4, a potent precursor to the martinellines is described. The preparation of the pyrroloquinoline core was realized in one step (90% yield) using a formal [4π+2π] cyclocondensation involving the cationic aza-diene 6 and the 1-(benzyloxy)carbonyl-2-pyrroline 5 as dienophile. The stereo-chemical outcome of the cyanation procedure performed on the tricyclic core thus obtained is discussed.