Bing Zheng1, Minyan Li2, Gui Gao3, Yuying He4, Patrick J Walsh2. 1. Department of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China; Roy and Diana Vagelos Laboratories, Penn/Merck Laboratory for High-Throughput Experimentation, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States. 2. Roy and Diana Vagelos Laboratories, Penn/Merck Laboratory for High-Throughput Experimentation, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States. 3. Department of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China. 4. Roy and Diana Vagelos Laboratories, Penn/Merck Laboratory for High-Throughput Experimentation, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States; Department of Chemistry, University of Pierre and Marie Curie, Paris 75005, France.
Abstract
A Palladium-catalyzed α-arylation of sulfonamides with aryl chlorides is presented. A Buchwald type precatalyst formed with Kwong's indole-based ligand enabled this transformation to be compatible with a large variety of methyl sulfonamides and aryl chlorides in good to excellent yields. Importantly, under the optimized reaction conditions, only mono-arylated products were observed. This method has been applied to the efficient synthesis of sumatriptan, which is used to treat migraines.
A Palladium-catalyzed α-arylation of n class="Chemical">sulfonamides with aryl chlorides is presented. A Buchwald type precatalyst formed with Kwong's indole-based ligand enabled this transformation to be compatible with a large variety of methyl sulfonamides and aryl chlorides in good to excellent yields. Importantly, under the optimized reaction conditions, only mono-arylated products were observed. This method has been applied to the efficient synthesis of sumatriptan, which is used to treat migraines.
Authors: Minyan Li; Simon Berritt; Lucas Matuszewski; Guogang Deng; Ana Pascual-Escudero; Grace B Panetti; Michal Poznik; Xiaodong Yang; Jason J Chruma; Patrick J Walsh Journal: J Am Chem Soc Date: 2017-10-31 Impact factor: 15.419
Authors: Meiqing Zhu; Lijun Wang; Yu Wang; Jie Zhou; Jie Ding; Wei Li; Yue Xin; Shisuo Fan; Zhen Wang; Yi Wang Journal: Int J Environ Res Public Health Date: 2018-01-11 Impact factor: 3.390