title: Palladium-Catalyzed Cascade Reaction of 2-Amino-N'-arylbenzohydrazides with Triethyl Orthobenzoates To Construct Indazolo[3,2-b]quinazolinones.
abstract: A palladium-catalyzed sequential cyclization/C-H activation cascade reaction of 2-amino-N'-arylbenzohydrazides with triethyl orthobenzoates has been developed, providing indazolo[3,2-b]quinazolinones in good to high yields. Two key intermediates of the reaction, 2-phenyl-3-(phenylamino)quinazolinone and C-H insertion palladacycle, were isolated, and their structures were unambiguously confirmed by X-ray crystallography. This method represents an unprecedented example of a halogen-free protocol to access indazolo[3,2-b]quinazolinones. Moreover, this chemistry also provides a useful tool for the discovery of fluorescent materials.
authors.affiliation: College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.
authors.forename: Weiguang
authors.initials: W
authors.lastname: Yang
authors.affiliation: College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.
authors.forename: Rui
authors.initials: R
authors.lastname: Qiao
authors.affiliation: College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.
authors.forename: Jiuxi
authors.initials: J
authors.lastname: Chen
authors.affiliation: College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.
authors.forename: Xiaobo
authors.initials: X
authors.lastname: Huang
authors.affiliation: College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.
authors.forename: Miaochang
authors.initials: M
authors.lastname: Liu
authors.affiliation: College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.
authors.forename: Wenxia
authors.initials: W
authors.lastname: Gao
authors.affiliation: College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.
authors.forename: Jinchang
authors.initials: J
authors.lastname: Ding
authors.affiliation: College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.
authors.forename: Huayue
authors.initials: H
authors.lastname: Wu
mesh_terms: D001565:Benzoates / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D006834:Hydrazines / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D052999:Quinazolinones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001565:Benzoates; D006834:Hydrazines; D009942:Organometallic Compounds; D052999:Quinazolinones; D010165:Palladium