Alkylamino‐Directed One‐Pot Reaction of N‐Alkyl Anilines with CO, Amines and Aldehydes Leading to 2, 3‐Dihydroquinazolin‐4(1H)‐ones. Issue 5 (23rd January 2019)

• Record Type: Journal Article
• Authors: Zhang, Xiaopeng; Li, Zhengwei; Ding, Qianqian; Li, Xiaochuan; Fan, Xuesen; Zhang, Guisheng
• Is Part Of: Advanced synthesis & catalysis. Volume 361:Issue 5(2019)
• Page Start: 976
• Page End: 982
• Publication Date: 2019-01-23
• Subjects: C−H activation -- 2, 3-dihydroquinazolin-4(1H)-ones -- embedded directing group -- N-alkyl anilines -- palladium; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201801267
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: An economical and efficient approach to pharmaceutically and biologically significant 2, 3‐dihydroquinazolin‐4(1 H )‐ones has been disclosed. The one‐pot multicomponent reaction was performed through a palladium‐catalyzed ortho ‐selective oxidative carbonylation of N ‐substituted anilines with CO and primary amines, and subsequent condensation with aldehydes in MeCN by using alkylamino as the directing group, KI/AcOH as the additives, and Cu(OAc)2 as the oxidant. This intriguing straightforward method features embedded directing strategy, simple starting materials, mild conditions, high atom/step economic economy, broad substrate scope and good product diversity. Abstract :