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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
Authors:Xiaoxia WangYongjun Liu  Yongmin Zhang
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
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.
Keywords:samarium diiodide  reductive coupling  N-(α-benzotriazol-1-ylalkyl)amides  N-(α-benzotriazol-1-ylalkyl)sulfonamides
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