Abstract

AbstractA new synthesis of push‐pull pyrroles of type 5 was developed starting from bis(imidoyl chlorides) 1 and various iminodiacetic acid derivatives 3. The use of appropriate N‐trifluoroacetyl residues as protecting/activating group proved to be the method of choice for the straightforward preparation of the 3,4‐diarylamino‐1H‐pyrroles 5. When benzothiazole substructures are present in 2,5‐position of heterocycles 5, a two‐electron oxidation leads to 3H‐pyrroles of type 6 in excellent yields. However, in the case of cyano or ester groups, a further oxidative process immediately led to the new 3H‐pyrrolo[3,4‐b]quinoxalines 7 via intramolecular ring anellation. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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