Rh(iii)-catalyzed [5+1] oxidative cycloaddition of arylguanidines with alkynes: a novel access to C4-disubstituted 1, 4-dihydroquinazolin-2-amines. Issue 82 (1st September 2015)

• Record Type: Journal Article
• Authors: Cajaraville, Ana; Suárez, Jaime; López, Susana; Varela, Jesús A.; Saá, Carlos
• Is Part Of: Chemical communications. Volume 51:Issue 82(2015)
• Page Start: 15157
• Page End: 15160
• Publication Date: 2015-09-01
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c5cc06388d
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A novel and mild Rh III -catalyzed [5+1] oxidative cycloaddition between arylguanidines and alkynes efficiently affords C4-disubstituted 1, 4-dihydroquinazolin-2-amines. Abstract : A novel and mild Rh III -catalyzed [5+1] oxidative cycloaddition between arylguanidines and alkynes efficiently affords C4-disubstituted 1, 4-dihydroquinazolin-2-amines. Members of this family of heterocycles, which contain the relevant cyclic guanidine units, have shown interesting pharmacological properties. The mechanism probably involves the formation of an eight-membered rhodacycle in which the imine unit of guanidine is coordinated to the Rh center. This rhodacycle would evolve to give the C-4 disubstituted 1, 4-dihydroquinazolin-2-amine skeleton.