Iodine Recycling via 1,3Migration in Iodoindoles under Metal Catalysis

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Iodine Recycling via 1,3-Migration in Iodoindoles under Metal Catalysis. —. In contrast to the reaction of 3-phenoxy(indolyl)allenes (IV), which are transformed.

Carbazole derivatives R 0150 DOI: 10.1002/chin.201401131 Recycling via 1,3-Migration in Iodoindoles under Metal Catalysis. — 01- 131 Iodine In contrast to the reaction of 3-phenoxy(indolyl)allenes (IV), which are transformed into 1-hydroxycarbazoles (V), the corresponding 3-iodo derivatives (I) afford 3-iodocarbazoles (II) through rare recycling of halogen groups via an unprecedented 1,3-halogen migration. Computational studies are performed to rationalize the reaction pathway. — (ALCAIDE*, B.; ALMENDROS, P.; ALONSO, J. M.; CEMBELLIN, S.; FERNANDEZ, I.; MARTINEZ DEL CAMPO, T.; TORRES, R. M.; Chem. Commun. (Cambridge) 49 (2013) 71, 7779-7781, http://dx.doi.org/10.1039/c3cc44073g ; Dep. Quim. Org., Fac. Quim., Univ. Complutense, E-28040 Madrid, Spain; Eng.) — S. Karsten

ChemInform 2014, 45, issue 01

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