Domino Oxidative Cyclization for the One‐Pot Synthesis of Pyrrolo[1, 2‐a]quinoxaline Derivatives

An oxidative cyclization of 1‐(2‐aminophenyl)pyrrole with styrenes has been developed for the synthesis of pyrrolo[1, 2‐a]quinoxaline derivatives using I2/2‐iodoxybenzoic acid (IBX) in DMSO as an effective oxidant. I2 is found to catalyze effectively the oxidative cyclization of phenylacetylene and...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2018-09, Vol.3 (34), p.9881-9884
Hauptverfasser: Reddy, Lonka Madhava, Reddy, Vulupala Veerabadra, Putta, Chandra Shekar, Satteyyanaidu, Vallabhareddy, Reddy, Chepyala Krishna, Subba Reddy, Basi V.
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Sprache:eng
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Zusammenfassung:An oxidative cyclization of 1‐(2‐aminophenyl)pyrrole with styrenes has been developed for the synthesis of pyrrolo[1, 2‐a]quinoxaline derivatives using I2/2‐iodoxybenzoic acid (IBX) in DMSO as an effective oxidant. I2 is found to catalyze effectively the oxidative cyclization of phenylacetylene and ethyl benzoylacetate with 1‐(2‐aminophenyl)pyrrole even in the absence of IBX to generate pyrrolo[1, 2‐a]quinoxaline derivatives under metal‐free conditions. An oxidative cyclization of 1‐(2‐aminophenyl)pyrrole with styrenes has been developed for the synthesis of pyrrolo[1, 2‐a]quinoxaline derivatives using I2/2‐iodoxybenzoic acid (IBX) in DMSO as an effective oxidant. I2 is found to catalyze effectively the oxidative cyclization of phenylacetylene and ethyl benzoylacetate with 1‐(2‐aminophenyl)pyrrole even in the absence of IBX to generate pyrrolo[1, 2‐a]quinoxaline derivatives under metal‐free conditions. This method works with a wide range of substrates.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.201800960