Facile synthesis of 2,6-disubstituted benzobisthiazoles: Functional monomers for the design of organic semiconductors
(Chemical Equation Presented) The synthesis of several synthetically useful 2,6-disubstituted benzobisthiazoles is described. The method is based on the Lewis acid-catalyzed ring-closing reaction between substituted orthoesters and diamino benzene dithiol. The resulting benzobisthiazoles are obtained cleanly and in good yields. These materials are of interest for the development of new organic semiconductors.
Mike, Jared F.,Inteman, Jeremy J.,Ellern, Arkady,Jeffries-EL, Malika
supporting information; scheme or table
p. 495 - 497
(2010/03/25)
Syntheses of Aryl Glyoxylate. I. The Reaction of Alkyl Dichloro(alkoxy)acetates with Aromatics in the Presence of Lewis Acid
Ethyl dichloro(ethoxy)acetate(1) and methyl dichloro(methoxy)acetate(2) were characterized.The reaction of 1 and 2 with aromatics in the presence of AlCl3 gave a considerable yield of aromatic α-keto ester.The aromatics included mono- and polymethylbenzene and anisol.The reaction was studied under various conditions and the results were compared with the acylation by ethoxalyl or methoxalyl chloride.The reaction mechanism was also discussed.