36130-48-0Relevant articles and documents
A new synthesis of push-pull pyrroles, their oxidation to stable 3H-pyrroles and an unexpected anellation reaction
Buehrdel, Gunther,Beckert, Rainer,Herzigova, Petra,Petrlikova, Eva,Schuch, Dirk,Birckner, Eckhard,Goerls, Helmar
experimental part, p. 3404 - 3412 (2011/02/28)
A. 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-lH-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. 2009 Wiley-VCH Verlag GmbH & Co. KGaA,.