63049-62-7

Upstream product

• 591-50-4 iodobenzene 
• 566939-54-6 5-hexyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione 
• 108-86-1 bromobenzene 
• 4282-29-5 thiophene-3,4-dicarboxylic acid 
• 6007-85-8 1H,3H-thieno[3,4-c]furan-1,3-dione 

Relevant academic research and scientific papers

Pd-catalyzed direct C-H arylation of thieno[3,4-c]pyrrole-4,6-dione (TPD): A step-economical synthetic alternative to access TPD-centred symmetrical small molecules

We demonstrate a step-economical and viable synthetic alternative to access a series of thieno[3,4-c]pyrrole-4,6-dione (TPD)-based π-conjugated molecules through Pd-catalyzed direct C-H arylations. A comprehensive synthetic study including the screening of various kinds of palladium catalysts, ligands, and bases is reported. Under the optimum reaction conditions, TPD and its common derivatives underwent efficient and mild direct C-H arylations with a variety of functionalized bromoarenes. Functional groups such as ester, nitrile, ketone, aldehyde, and halide were well-tolerated, which substantially extended the reaction scope. We hope the reported method will provide materials scientists a relatively greener synthetic route to efficiently prepare TPD-containing π-functional materials. This journal is the Partner Organisations 2014.

Copper-catalyzed direct C-H arylation of thieno[3,4-c]pyrrole-4,6-dione (TPD): Toward efficient and low-cost synthesis of ??-functional small molecules

A series of thieno[3,4-c]pyrrole-4,6-dione (TPD)-based functional small molecules were efficiently synthesized through direct C-H arylations using inexpensive copper salts. In this study, we examined all required reaction parameters including various copper complexes, ligands, bases, and (co)-solvents. Under the optimum reaction conditions, the C-H arylation proceeded smoothly and a variety of functional groups such as ester, nitrile, fluoride, chloride, triazene, and amine were tolerated. This method provides a step-economical and relatively low-cost synthetic alternative to presently used coupling reactions for the preparation of TPD-containing p-functional materials.