title: Aromaticity-Dependent Regioselectivity in Pd(II)-Catalyzed C-H Direct Arylation of Aryl Ureas.
abstract: Palladium-catalyzed C-H direct arylation generally occurs on the ortho-position of directing groups. By comparing meta-arylated products of 2-naphthyl urea to ortho-arylated products of phenyl urea, the ortho- and meta-regioselectivity of aryl ureas were found to depend on the aromaticity of the corresponding aryl substituents. Thus, aromaticity is a new factor which can affect the regioselectivity in C-H direct arylation. The finding was further confirmed by regioselective direct arylation of indole and pyrrole derivatives.
authors.affiliation: International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), Department of Organic Chemistry, College of Chemistry, Jilin University , 2699 Qianjin Street, Changchun 130012, P. R. China.
authors.forename: Pingping
authors.initials: P
authors.lastname: Jiang
authors.affiliation: International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), Department of Organic Chemistry, College of Chemistry, Jilin University , 2699 Qianjin Street, Changchun 130012, P. R. China.
authors.forename: Feng
authors.initials: F
authors.lastname: Li
authors.affiliation: International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), Department of Organic Chemistry, College of Chemistry, Jilin University , 2699 Qianjin Street, Changchun 130012, P. R. China.
authors.forename: Yongbao
authors.initials: Y
authors.lastname: Xu
authors.affiliation: International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), Department of Organic Chemistry, College of Chemistry, Jilin University , 2699 Qianjin Street, Changchun 130012, P. R. China.
authors.forename: Qingwen
authors.initials: Q
authors.lastname: Liu
authors.affiliation: International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), Department of Organic Chemistry, College of Chemistry, Jilin University , 2699 Qianjin Street, Changchun 130012, P. R. China.
authors.forename: Jing
authors.initials: J
authors.lastname: Wang
authors.affiliation: International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), Department of Organic Chemistry, College of Chemistry, Jilin University , 2699 Qianjin Street, Changchun 130012, P. R. China.
authors.forename: Hong
authors.initials: H
authors.lastname: Ding
authors.affiliation: International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), Department of Organic Chemistry, College of Chemistry, Jilin University , 2699 Qianjin Street, Changchun 130012, P. R. China.
authors.forename: Renfu
authors.initials: R
authors.lastname: Yu
authors.affiliation: International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), Department of Organic Chemistry, College of Chemistry, Jilin University , 2699 Qianjin Street, Changchun 130012, P. R. China.
authors.forename: Qifeng
authors.initials: Q
authors.lastname: Wang
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry*; D013237:Stereoisomerism; D014508:Urea / Q000031:analogs & derivatives* / Q000737:chemistry*
chemical_list: D007211:Indoles; D009281:Naphthalenes; D011758:Pyrroles; D010165:Palladium; D014508:Urea