Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 23, Pages 9454-9457Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo802014g
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Funding
- KOSEF [R01-2007-000-10618-0]
- National Research Foundation of Korea [R01-2007-000-10618-0] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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Ammonium salts were found to be a convenient and inexpensive reagent in the Cu-catalyzed three-component reaction with terminal alkynes and sulfonyl or phosphoryl azides leading to N-unprotected amidines. Thus obtained amidines bearing 2-bromobenzenesulfonyl moiety were efficiently cyclized by the Cu-catalyzed intramolecular N-arylation to give an important pharmacophore skeleton of 2H-1,2,4-benzothiadiazine 1,1-dioxides. Conveniently, two tandem catalytic procedures could be readily operated in one pot.
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