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Efficient one-pot construction of unsymmetrical disulfide bonds with TCCA
Affiliation:1. Hospital Nacional de Parapléjicos, SESCAM, Finca la Peraleda s/n, 45071 Toledo, Spain;2. Instituto de Química Orgánica General, CSIC, Juan de la Cierva, 3, 28006 Madrid, Spain;3. RUBAM Institut de Química Avançada de Catalunya, CSIC, Jordi Girona, 18, 08034 Barcelona, Spain;4. Instituto Cajal, CSIC, Avda. Doctor Arce 37, 28002 Madrid, Spain;1. Shanghai Key Laboratory of Green Chemistry and Chemical Process, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China;2. State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China;2. Escola de Química e Alimentos, Universidade Federal do Rio Grande – Campus Santo Antônio da Patrulha, RS, Brazil;1. National and Local Joint Engineering Research Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, China;2. Jiangsu Engineering Research Center of Interfacial Chemistry, Nanjing University, Nanjing 210023, China;3. School of Food Science and Pharmaceutical Engineering, Nanjing Normal University, Nanjing 210023, China
Abstract:We report herein a one-pot synthesis of unsymmetrical disulfides with trichloroisocyanuric acid (TCCA) as an oxidant. Under facile conditions, aromatic-aromatic disulfides and aromatic-aliphatic disulfides were synthesized in good to excellent yields even without base. For the construction of the challenging aliphatic-aliphatic disulfides, good yields of the desired products were also obtained with slightly modified conditions. Additionally, the reactions demonstrated a wide range of substrate scope, very short reaction time (<5 min), and convenient procedures.
Keywords:Unsymmetrical disulfide  TCCA  One-pot reaction
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