Synthesis 1994; 1994(3): 287-290
DOI: 10.1055/s-1994-25461
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of Methyl 3-Aryl-4-trifluoromethyl-1H-pyrrole-2-carboxylates

Piero La Porta* , Luigi Capuzzi, Franco Bettarini
  • *Isagro s.r.l., Ricerca Fitofarmaci, Via G. Fauser 4, I-28100 Novara, Italy
Further Information

Publication History

Publication Date:
27 September 2002 (online)

Thermal addition of methyl 1-tert-butylaziridine-2-carboxylate (1) to 1-aryl-3,3,3-trifluoro-1-propynes 3 followed by dehydrogenation of intermediate pyrrolines 4,5 afforded isomeric methyl 1-tert-butyl-3(4)-aryl-4(3)-trifluoromethyl-1H-pyrrole-2-carboxylates 7 and 8 in high yields. Dealkylation of some 3-aryl derivatives, e. g. 7b,c with trifluoromethanesulfonic acid, gave methyl 3-aryl-4-trifluoromethyl-1H-pyrrole-2-carboxylates 9b,c.