期刊
GREEN CHEMISTRY
卷 20, 期 24, 页码 5469-5473出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8gc03014f
关键词
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资金
- National Key Research and Development Program of China [2017YFD0200500]
- NSFC [21722202, 21672069, 21472050, 21871089]
- S&TCSM of Shanghai [18JC1415600]
- Shanghai Institutions of Higher Learning
- National Program for Support of Top-notch Young Professionals
In this report, the first metal-free construction of primary sulfonamides through a direct three-component reaction of sodium metabisulfite, sodium azide and aryldiazonium has been established. Readily available inorganic Na2S2O5 and NaN3 were applied as the sulfur dioxide surrogate and nitrogen source respectively. The widely used sulfonamide drugs Celecoxib and Sulpiride, which possess multiple heteroatoms and active hydrogen containing functional groups, are efficiently installed with -SO2NH2 groups at a late stage. Control experiments and kinetic studies demonstrated that aryl radicals, sulfonyl radicals and conjugated phosphine imine radicals are involved in this transformation.
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