title: Cross-dehydrogenative regioselective Csp³-Csp² coupling of enamino-ketones followed by rearrangement: an amazing formation route to acridine-1,8-dione derivatives.
abstract: A new general method for the synthesis of acridine-1,8-diones through CDC coupling of enamino-ketones followed by rearrangement has been developed. This is a Cu(i) catalyzed procedure, based on the cross dehydrogenative coupling of the Csp(3)-H bond with the Csp(2)-H bond of enamino-ketones followed by rearrangement to acridine-1,8-diones in the presence of PTSA under an aerobic atmosphere. The synthetic route has been broadly applicable to a wide range of enamino-ketone derivatives derived from different benzyl amines as well as primary aliphatic amines having Cα(sp(3))-H bonds with various cyclic, acyclic 1,3-diketones and also using DEAD.
authors.affiliation: Department of Chemistry, University of Calcutta, 92 APC Road, Kolkata-700009, India. cmukhop@yahoo.co.in.
authors.forename: Rajib
authors.initials: R
authors.lastname: Sarkar
authors.affiliation: Department of Chemistry, University of Calcutta, 92 APC Road, Kolkata-700009, India. cmukhop@yahoo.co.in.
authors.forename: Chhanda
authors.initials: C
authors.lastname: Mukhopadhyay