Pd-Catalyzed Benzylic C-H Amidation with Benzyl Alcohols in Water: A Strategy To Construct Quinazolinones

被引:200
作者
Hikawa, Hidemasa [1 ]
Ino, Yukari [1 ]
Suzuki, Hideharu [1 ]
Yokoyama, Yuusaku [1 ]
机构
[1] Toho Univ, Fac Pharmaceut Sci, Funabashi, Chiba 2748510, Japan
关键词
ONE-POT SYNTHESIS; DRY MEDIA; DERIVATIVES; EFFICIENT; RECEPTOR; SYSTEM; 4(3H)-QUINAZOLINONES; CARBONYLATION; CONVERSIONS; CYCLIZATION;
D O I
10.1021/jo301282n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel method for the synthesis of 4-phenyl-quinazolinones via a palladium-catalyzed domino reaction of o-aminobenzamides with benzyl alcohols is developed. This protocol involves N-benzylation, benzylic C-H amidation, and dehydrogenation in water, which may play an important role in the smooth generation of the (eta(3)-benzyl)palladium species by activation of the hydroxyl group of the benzyl alcohol.
引用
收藏
页码:7046 / 7051
页数:6
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