Title:Synthesis and Structural Analysis of 3,6-Diarylthieno[3,2-b]thiophenes by Site-selective Pd-catalyzed C-H Functionalization
VOLUME: 14 ISSUE: 10
Author(s):Nguyen Hien*, Dao Thi Nuong and Nguyen Hung-Huy
Affiliation:Department of Chemistry, Hanoi National University of Education, 136 Xuan Thuy, Cau Giay, Ha Noi, Department of Chemistry, Hanoi National University of Education, Hanoi, Department of Chemistry, VNU - Hanoi University of Science, 19 Le Thanh Tong Street, Ha Noi
Keywords:C-H functionalization, cross-coupling, direct arylation, palladium catalysis, regioselectivity, thieno[3, 2-b]thiophene.
Abstract:Thieno[3,2-b]thiophene represents a typical core structure in a large number of organic
optoelectronic materials and molecular magnetism. One-pot efficient approach to modify the
electronic structure of thieno[3,2-b]thiophene is to introduce suitable substituents into this π-
conjugated skeleton. In this paper, we report on a facile route to precisely functionalize thieno[3,2-
b]thiophene by the direct Pd-catalyzed arylation reaction with boronic acids. Based on this procedure,
a number of 3,6-diarylthieno[3,2-b]thiophenes were prepared in good yields. NMR methods and XRay
crystal structure analysis confirmed high regioselectivities at the C-3 and C-6 positions of
thieno[3,2-b]thiophene skeleton.
