A mild sequential MCR strategy for regioselective synthesis of functionalized pentasubstituted pyrroles from readily accessible primary amines, 1,2-diaza-1,3-dienes and 2,3-allenoates, has been developed. Through two sequential hydroamination reactions followed by an enamine-carbocyclization, the process allows a [1N+2C+2C] annulation. Moreover, allenoates, as synthetic equivalent of monoactived alkynes, permit specific preparation of designed multi-functionalized pyrroles.
Regioselective [1N+2C+2C] assembly of fully decorated pyrroles from primary amines, 1,2-diaza-1,3-dienes and 2,3-allenoates
PERRULLI, FRANCESCA ROMANA;FAVI, GIANFRANCO;ATTANASI, ORAZIO ANTONIO;DE CRESCENTINI, LUCIA;MANTELLINI, FABIO;SANTEUSANIO, STEFANIA
2015
Abstract
A mild sequential MCR strategy for regioselective synthesis of functionalized pentasubstituted pyrroles from readily accessible primary amines, 1,2-diaza-1,3-dienes and 2,3-allenoates, has been developed. Through two sequential hydroamination reactions followed by an enamine-carbocyclization, the process allows a [1N+2C+2C] annulation. Moreover, allenoates, as synthetic equivalent of monoactived alkynes, permit specific preparation of designed multi-functionalized pyrroles.File in questo prodotto:
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