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- Title
Facile Entry to 3,4-Dihydro-1 H-pyrrolo[2,1- c][1,4]oxazines through the oxa-Pictet-Spengler Reaction.
- Authors
Reddy, Chada Raji; Burra, Amarender Goud; Singarapu, Kiran K.; Grée, René
- Abstract
An intermolecular approach to the construction of 3,4-dihydro-1 H-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-(1 H-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-1 H-pyrrolo[2,1- c][1,4]oxazines.
- Subjects
HETEROCYCLIC chemistry; PICTET-Spengler reaction; CARBON-carbon bonds synthesis; OXAZINES; ALDEHYDES; KETONES
- Publication
European Journal of Organic Chemistry, 2016, Vol 2016, Issue 31, p5274
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201600928