Copper‐Promoted Tandem Three‐Component Access to Quinazolin‐4(H)‐imines and Benzimidazo[1, 2‐c]quinazolines. Issue 19 (13th August 2019)

• Record Type: Journal Article
• Authors: Rodrigues, Romain; Tran, Lam Quang; Darses, Benjamin; Dauban, Philippe; Neuville, Luc
• Is Part Of: Advanced synthesis & catalysis. Volume 361:Issue 19(2019)
• Page Start: 4454
• Page End: 4460
• Publication Date: 2019-08-13
• Subjects: Copper-catalysis -- multicomponent reaction -- C-H functionalization -- Quinazolin-4(H)-imines -- Benzimidazo[1, 2-c]quinazolines; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201900658
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A copper‐catalyzed three‐component assembly of cyanamides, 2‐cyanoarylboronic acids and amines has been developed, providing functionalized quinazolin‐4( H )‐imines. Subsequent access to benzimidazo[1, 2‐ c ]quinazolines is achieved building again on copper‐catalysis. One pot hydrolysis of quinazolin‐4( H )‐imines to quinazolin‐4(3 H )‐ones is also described. Guanidine formation, cyclization and intramolecular C−H bond amination are key features of the process fully mediated by copper. Abstract :