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Synthesis of pyrrolo[1,3]diazepines by a dipolar cycloaddition - retro-Mannich domino reaction. 2009

Mary Liang, and Cecilia Saiz, and Chiara Pizzo, and Peter Wipf
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA.

Microwave irradiation facilitated the synthesis of 4-arylthio-3-oxazolin-5-ones from ethyl cyanoformate, thiophenol, and cyclic ketones. Subsequent decarboxylation and in situ [3+2] cycloaddition provided novel 2,3,4,5-tetrahydro-1H-pyrrolo[1,2-c][1,3]diazepine scaffolds after a spontaneous retro-Mannich domino reaction.

UI MeSH Term Description Entries

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