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

Liang, M and Saiz, C and Pizzo, C and Wipf, P (2009) Synthesis of pyrrolo[1,3]diazepines by a dipolar cycloaddition-retro-Mannich domino reaction. Tetrahedron Letters, 50 (49). 6810 - 6813. ISSN 0040-4039

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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. © 2009 Elsevier Ltd. All rights reserved.


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Item Type: Article
Status: Published
CreatorsEmailPitt UsernameORCID
Liang, M
Saiz, C
Pizzo, C
Wipf, Ppwipf@pitt.eduPWIPF
Date: 9 December 2009
Date Type: Publication
Journal or Publication Title: Tetrahedron Letters
Volume: 50
Number: 49
Page Range: 6810 - 6813
DOI or Unique Handle: 10.1016/j.tetlet.2009.09.107
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 0040-4039
PubMed Central ID: PMC2770875
PubMed ID: 20160922
Date Deposited: 07 Jun 2013 19:59
Last Modified: 02 Feb 2019 15:57


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