Tetrahedron
2018-03-06
Direct synthesis of anthracenes from o-tolualdehydes and aryl iodides through Pd(II)-Catalyzed sp3 C 
H arylation and electrophilic aromatic cyclization
Hyojin Park, Kwangho Yoo, Byunghyuck Jung, Min Kim
Index: 10.1016/j.tet.2018.03.006
Full Text: HTML
Abstract
The first direct synthesis of substituted anthracenes from o-tolualdehydes and aryl iodides via a Pd(II)-catalyzed C H arylation using an alcohol-bearing transient directing group and subsequent AgOTf-assisted electrophilic aromatic cyclization is described. New transient directing groups consisting of amino acids and amino alcohols enhanced the reactivity, and the C H arylation was complete in 12 h at 90 °C. By simply changing the silver salt to silver triflate, the one-pot synthesis of anthracene derivatives was carried out using the present reaction conditions.
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