From‐Core and From‐End Direct CH Arylations: A Step‐Saving New Synthetic Route to Thieno[3,4‐c]pyrrole‐4,6‐dione (TPD)‐Incorporated D‐‐π–A–π–D Functional Oligoaryls

2015 
In contrast to the traditional multistep synthesis, herein an efficient and fewer-steps new synthetic strategy is demonstrated for the facile preparation of organic-electronically important D–π–A–π–D-type oligoaryls through sequential direct CH arylations. This methodology has shown that the synthesis of thieno[3,4-c]pyrrole-4,6-dione (TPD)- or furano[3,4-c]pyrrole-4,6-dione (FPD)-centred target molecules could be accessed step-economically either from the core structure (acceptor) or from the end structure (donor), which supplied a more flexible and succinct new synthetic alternative to the preparation of the π-functional small-molecule semiconducting materials. In addition, optical and electrochemical properties of the synthesized oligoaryls were examined.
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