247168-03-2Relevant academic research and scientific papers
Simple and efficient access to 3-ethoxycarbonylpyrroles, naphthofurans
Pancote, Camila G.,De Carvalho, Bruno S.,Luchez, Cibele V.,Fernandes, Joao P.S.,Politi, Mario J.,Brandt, Carlos A.
experimental part, p. 3963 - 3966 (2010/03/26)
An efficient method was developed for the synthesis of pyrrole and furan derivatives from enamines, phenols, and naphthols. The key steps involve iodocyclization and alumina-induced dehydroiodination reactions. Georg Thieme Verlag Stuttgart.
Synthesis of N-substituted pyrrole and tetrahydroindole derivatives from alkenyl β-dicarbonyl compounds
Ferraz, Helena M. C.,Pereira, Fernando L. C.,Leite, Fatima S.,Nunes, Marta R. S.,Payret-Arrua, M. Elena
, p. 10915 - 10924 (2007/10/03)
The iodocyclization of a series of alkenyl-substituted β-enamino esters and ketones, followed by base-promoted dehydroiodination, led to the formation of the corresponding pyrrole or tetrahydroindole derivatives. In the absence of base, the iodo-β-enamino esters 5 and 7 underwent spontaneous aromatization after dehydroiodination, furnishing the 4, 5, 6, 7-N- substituted-tetrahydroindoles 19 and 20. All the elimination reactions proceeded smoothly, in yields ranging from 71% to 99%. Starting from the β- allyl-dimedone 21, it was possible to prepare the oxotetrahydroindole 24, in moderate overall yield.
