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Stabilization of radicals by imides. A modular stereoselective approach to protected functional 1,2-diamines.

Songzhe Han 1 Samir Z Zard 1
1 DCSO - Laboratoire de synthèse organique
Abstract : Radical addition of various xanthates to N,N'-diacylimidazol-2-one occurs readily to give protected 1,2-diamines. The imide group stabilizes the adduct radical sufficiently to enable a second addition to unactivated alkenes. In some cases, the addition product could be converted into an indoline, a tetralone, or further added to an indole. Regioselective removal of one acyl group could also be accomplished.
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https://hal-polytechnique.archives-ouvertes.fr/hal-01098821
Contributor : Denis Roura <>
Submitted on : Monday, December 29, 2014 - 6:07:56 PM
Last modification on : Thursday, March 5, 2020 - 6:18:58 PM

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  • HAL Id : hal-01098821, version 1
  • PUBMED : 25265571

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Songzhe Han, Samir Z Zard. Stabilization of radicals by imides. A modular stereoselective approach to protected functional 1,2-diamines.. Letters in Organic Chemistry, Bentham Science Publishers, 2014, 16 (20), pp.5386-5389. ⟨hal-01098821⟩

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