Aromaticity-Dependent Regioselectivity in Pd(II)-Catalyzed C鈥揌 Direct Arylation of Aryl Ureas

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• 作者：Pingping Jiang ; Feng Li ; Yongbao Xu ; Qingwen Liu ; Jing Wang ; Hong Ding ; Renfu Yu ; Qifeng Wang
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：December 4, 2015
• 年：2015
• 卷：17
• 期：23
• 页码：5918-5921
• 全文大小：365K
• ISSN：1523-7052

文摘

Palladium-catalyzed C鈥揌 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鈥揌 direct arylation. The finding was further confirmed by regioselective direct arylation of indole and pyrrole derivatives.