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Synthesis 1986; 1986(3): 219-220
DOI: 10.1055/s-1986-31622
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3-[(1-Oxyl-2,2,5,5-tetramethyl-2,5-dihydropyrrole-3-carbonyloxy)-imino]-2-phenyl-3H-indole; A New Convenient Spin Label

Elena Chiorboli* , Lucedio Greci
  • *Istituto Chimico, Facoltà di Ingegneria, Università di Bologna, Viale Risorgimento 2, I-40136 Bologna, Italy
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Publication Date:
20 August 2002 (online)

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The reaction of 3-chlorocarbonyl-2,2,5,5-tetramethyl-2, 5-dihydropyrrole-1-oxyl with 3-oximino-2-phenyl-3H-indole in aqueous sodium hydroxide affords 3-[(1-oxyl-2,2,5,5-tetramethyl-2, 5-dihydropyrrole-3-carbonyloxy)-imino]-3H-indole. This nitroxyl does not undergo noticeable decomposition at room temperature and can be considered as a new convenient spin-labeled activated carboxylic acid derivative. It reacts with primary and secondary amines under mild conditions to form the spin-labeled 2,2,5,5-tetramethyl-1-oxyl-2, 5-dihydropyrrole-3-carboxamides.

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