通过铜催化的N-芳基化策略，采用微波辅助顺序一锅法合成苯并噻二嗪-3-酮-1,1-二氧化物。
Microwave-assisted sequential one-pot protocol to benzothiadiazin-3-one-1,1-dioxides via a copper-catalyzed N-arylation strategy.
作者信息
Rolfe Alan, Hanson Paul R
机构信息
Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045-7582, USA.
出版信息
Tetrahedron Lett. 2009 Dec 16;50(50):6935-6937. doi: 10.1016/j.tetlet.2009.09.090.
Abstract
A microwave-assisted, sequential, one-pot protocol has been developed for the synthesis of a variety of benzothiadiazin-3-one-1,1-dioxides. This protocol utilizes a copper-catalyzed N-arylation of α-bromo-benzenesulfonamides with a number of amines to generate the corresponding 2-aminobenzenesulfonamides, which undergo cyclization to the desired sultams using carbonyl diimidazole (CDI). A range of conditions was evaluated for the key C-N bond formation step with tolerance toward functionalized amines.
摘要
已开发出一种微波辅助的、连续的、一锅法合成多种苯并噻二嗪-3-酮-1,1-二氧化物的方法。该方法利用铜催化α-溴苯磺酰胺与多种胺进行N-芳基化反应，生成相应的2-氨基苯磺酰胺，然后使用羰基二咪唑（CDI）将其环化生成所需的磺内酰胺。对关键的C-N键形成步骤评估了一系列条件，该步骤对功能化胺具有耐受性。
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