Synthesis and Structural Analysis of 3,6-Diarylthieno[3,2-b]thiophenes by Site-selective Pd-catalyzed C-H Functionalization

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,Vietnam

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.

Cite this article as:

Hien Nguyen *, Nuong Thi Dao and Hung-Huy Nguyen, Synthesis and Structural Analysis of 3,6-Diarylthieno[3,2-b]thiophenes by Site-selective Pd-catalyzed C-H Functionalization, Letters in Organic Chemistry 2017; 14 (10) . https://dx.doi.org/10.2174/1570178614666170608084820