(E)-O-Arylsulfonyl-N-(2-nitroalk-2-enyl)hydroxylamines were easily obtained in good yields starting from (E)-nitro allylic alcohols, the crucial step being an inorganic base-catalyzed decarboxylative rearrangement of proposed labile unsaturated carbamates. A possible mechanism for the outcome of the reaction, characterized by the unusual retention of the sulfonyloxy group, is proposed. © 2009 Elsevier Ltd. All rights reserved.
O-Arylsulfonyl hydroxylamines via a decarboxylative rearrangement / Fioravanti, Stefania; Pellacani, Lucio; Tardella, Paolo Antonio. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 65:29-30(2009), pp. 5747-5751. [10.1016/j.tet.2009.05.016]
O-Arylsulfonyl hydroxylamines via a decarboxylative rearrangement
FIORAVANTI, Stefania;PELLACANI, Lucio;TARDELLA, Paolo Antonio
2009
Abstract
(E)-O-Arylsulfonyl-N-(2-nitroalk-2-enyl)hydroxylamines were easily obtained in good yields starting from (E)-nitro allylic alcohols, the crucial step being an inorganic base-catalyzed decarboxylative rearrangement of proposed labile unsaturated carbamates. A possible mechanism for the outcome of the reaction, characterized by the unusual retention of the sulfonyloxy group, is proposed. © 2009 Elsevier Ltd. All rights reserved.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
