SYNTHESIS OF SOME NEW THIENO[3,2-b]THIOPHENE CONTAINING DERIVATIVES VIA C-H ACTIVATION CROSS COUPLING REACTION

Abstract

Compounds containing thieno[3,2-b]thiophene generally exhibit good fluorescent properties and have
an important role in the labeling of biological products. In our study, 04 derivatives containing
thieno[3,2-b]thiophene structure were synthesized through cross-coupling reaction that directly
activates the C-H bond using palladium catalyst. The different reaction conditions were investigated
using two catalyst platforms Pd(OAc)2 and PdCl(C3H5)(dppb). Experimental results show that: ester A
(1.5 equiv), A0 (1.0 equiv), PdCl(C3H5)(dppb), 3 mol%, KOAc (5 equiv) in DMAC solvent (1mL/0.02
mmol ester A), temperature 1300C and reaction time 24h is the best condition for the coupling reaction.
The structures of the obtained derivatives were determined by 1D, 2D NMR and mass spectroscopy
methods.