%0 Journal Article %T Facile Entry to 3,4-Dihydro-1H-pyrrolo[2,1-c][1,4]oxazines through the oxa-Pictet–Spengler Reaction %+ Institut des Sciences Chimiques de Rennes (ISCR) %A Reddy, C.R. %A Burra, A.G. %A Singarapu, K.K. %A Grée, R. %Z CSC-0108, CSIR, Council of Scientific and Industrial Research %< avec comité de lecture %@ 1434-193X %J European Journal of Organic Chemistry %I Wiley-VCH Verlag %V 2016 %N 31 %P 5274--5281 %8 2016 %D 2016 %R 10.1002/ejoc.201600928 %Z Chemical SciencesJournal articles %X An intermolecular approach to the construction of 3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazines is reported for the first time using the oxa-Pictet–Spengler reaction. The method involves a sequence of carbon–carbon- and carbon–oxygen-bond formation between a substituted 2-(1H-pyrrol-1-yl)ethan-1-ol and an aldehyde/ketone. p-Toluenesulfonic acid (pTSA) was identified as a suitable catalyst to promote the reaction. The method provides a one-step conversion of various aldehydes/ketones into the corresponding 3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazines. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim %G English %L hal-01416444 %U https://univ-rennes.hal.science/hal-01416444 %~ UNIV-RENNES1 %~ CNRS %~ INSA-RENNES %~ ENSC-RENNES %~ ISCR %~ SCR-PNSCM %~ STATS-UR1 %~ UR1-SPM %~ INC-CNRS %~ UR1-UFR-SPM %~ UR1-HAL %~ ISCR-CORINT %~ UR1-SDLM %~ TEST-UNIV-RENNES %~ TEST-UR-CSS %~ UNIV-RENNES %~ INSA-GROUPE %~ ISCR-CORINT2 %~ UR1-MMS %~ ISCR-CORINT3 %~ TEST2-HALCNRS