title: Synthesis of quinazolines and tetrahydroquinazolines: copper-catalyzed tandem reactions of 2-bromobenzyl bromides with aldehydes and aqueous ammonia or amines.
abstract: An efficient synthesis of diversely substituted quinazolines and 1,2,3,4-tetrahydroquinazolines through copper-catalyzed tandem reactions of the readily available 2-bromobenzyl bromides, aldehydes, and aqueous ammonia or amines has been developed. By using ammonia and simple aliphatic amines as the nitrogen source, the present method provides a versatile and practical protocol for the synthesis of quinazolines and 1,2,3,4-tetrahydroquinazolines.
authors.affiliation: School of Chemistry and Chemical Engineering, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, 46 Jianshe Road, Xinxiang, 453007 (China), Fax: (+86) 373-332-6336. xuesen.fan@htu.cn.
authors.forename: Xuesen
authors.initials: X
authors.lastname: Fan
authors.forename: Bin
authors.initials: B
authors.lastname: Li
authors.forename: Shenghai
authors.initials: S
authors.lastname: Guo
authors.forename: Yuanyuan
authors.initials: Y
authors.lastname: Wang
authors.forename: Xinying
authors.initials: X
authors.lastname: Zhang
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D000641:Ammonia / Q000737:chemistry*; D001593:Benzyl Compounds / Q000737:chemistry*; D001969:Bromobenzenes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry; D014867:Water / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000588:Amines; D001593:Benzyl Compounds; D001969:Bromobenzenes; D009942:Organometallic Compounds; D011799:Quinazolines; D014867:Water; D000641:Ammonia; D003300:Copper
keywords: 1,2,3,4-tetrahydroquinazolines; 2-bromobenzyl bromides; CH functionalization; copper; heterocycles