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Chemistry of O-arylhydroxylamines. A novel acid-catalyzed rearrangement of O-aryl-N-acetoacetylhydroxylamines to benzofurans
Affiliation:1. Syngenta Crop Protection AG, Crop Protection Research, Research Chemistry, Schaffhauserstrasse 101, CH-4332, Switzerland;2. Bogazici University, Department of Chemistry, Bebek, 34342 Istanbul, Turkey;1. Leibniz-Institut für Katalyse an der Universität Rostock e.V, Albert-Einstein-Str. 29a, 18059 Rostock, Germany;2. Department of Chemistry, Zhejiang Sci-Tech University, Xiasha Campus, Hangzhou 310018, People''s Republic of China;1. Irstea, UR EABX, 50 avenue de Verdun, 33612 Cestas Cedex, France;2. Ifremer, Laboratoire d’écotoxicologie, rue de l’île d’Yeu, BP 21105, 44311 Nantes Cedex 03, France;3. Université de Bordeaux, UMR EPOC 5805 CNRS, LPTC, 351 Cours de la Libération, CS 10004, 33405 Talence Cedex, France;4. CNRS, UMR 5805, EPOC, LPTC, 351 Cours de la Libération, CS 10004, 33405 Talence Cedex, France
Abstract:Acid-catalyzed rearangement of O-aryl-N-acetoacetylhydroxylamines (1) affords 2-methylbenzofuran-3-carboxamides. Some abnormal rearrangements of the title compounds are also described.
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