Elimination of benzotriazolyl group in N-(α-benzotriazol-1-ylalkyl)amides and N-(α-benzotriazol-1-ylalkyl)sulfonamides: their self-coupling and cross-coupling reactions with carbonyl compounds |
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Authors: | Xiaoxia WangYongjun Liu Yongmin Zhang |
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Institution: | a Department of Chemistry, Zhejiang University (Campus Xixi), Hangzhou 310028, People's Republic of China b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, People's Republic of China |
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Abstract: | The elimination of benzotriazolyl group from N-(α-benzotriazol-1-ylalkyl)amides and N-(α-benzotriazol-1-ylalkyl)sulfonamides are readily realized with samarium diiodide as a reducing agent. The resulting intermediates undergo a dimerization or cross-coupling reaction with carbonyl compounds, thus affording the corresponding dimers or α-hydroxyalkylated sulfonamides in moderate yields. |
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Keywords: | samarium diiodide reductive coupling N-(α-benzotriazol-1-ylalkyl)amides N-(α-benzotriazol-1-ylalkyl)sulfonamides |
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