[Show abstract][Hide abstract] ABSTRACT: An efficient route to N(4)-substituted 2,4-diaminoquinazolines has been developed by employing tandem condensation of cyanoimidate-amine and reductive cyclization in iron-HCl system. This method is tolerant of a following intramolecular N-alkylation and produces two fused heterocycles in a one-pot procedure. This protocol is a facile two-step synthesis of tricyclic quinazolines, which is effected by potent cyanoimidation and tandem reductive cyclization from 2-nitrobenzaldehydes. Moreover, the forming process of tricyclic quinazolines has been investigated from the ring-opening/ring-closing cascade point of view. It is found that the preparation of tricyclic quinazolinones in good yields relies on the selective hydrolysis of tricyclic quinazolines in base or acid system.
No preview · Article · Feb 2012 · The Journal of Organic Chemistry
[Show abstract][Hide abstract] ABSTRACT: Rocky rhodium: The oxidative amidation of aromatic ethers with no substituents in the para position catalyzed by rhodium acetate was achieved in moderate yields (see scheme) by using ditrifluoroacetoxyiodobenzene as the oxidant under mild conditions (RT).
No preview · Article · Jan 2012 · Chemistry - A European Journal