263010-20-4Relevant articles and documents
Furo[2,3-b]pyrrole derivatives. Syntheses and reactions in the furan and pyrrole ring
Sleziak,Krutosikova,Cyranski,Krygowski
, p. 207 - 217 (2007/10/03)
6-Substituted furo[2,3-b]pyrrole-5-carboxylic acids 2b-d as well as their 2-formyl-substituted derivatives 4a-d have been prepared by alkaline hydrolysis of the corresponding esters 1b-d and 3a-d, respectively. A different behaviour of methyl 6H-furo[2,3-b]pyrrole-5-carboxylate 1a in comparison with the 4H-furo[3,2-b]pyrrole isomer has been discussed in a framework of different acidity of proton of NH group. The hypothesis has been supported by ab initio B3LYP/6-311+G** DFT calculations. The 2-formylated derivatives 3b-d were used for synthesis the propenoic acids 5b-d, the corresponding acid azides 6b-d, new disubstituted ureas 9 or 10, 2-cyano-derivatives 11a-d, which were transformed into the corresponding amidines 12 and substituted arylureas 13 as well as to 5′-tetrazolyl derivative 14. Further methyl 2-triphenylmethyl-6H-furo[2,3-b]pyrrole-5-carboxylate 15 and its Michael addition product 16 were prepared.
