Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 13, Pages 3515-3520Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00318j
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Funding
- National Natural Science Foundation of China [22077074]
- Beijing Municipal Natural Science Foundation [2222011]
- China Postdoctoral Science Foundation [2021M701869]
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A palladium-catalyzed [3 + 3] annulation reaction was developed for the synthesis of pyrido[2,3-b]indole derivatives. The convenient and practical method provides diverse derivatives for the screening of biological and pharmacological molecules.
Palladium-catalyzed [3 + 3] annulations of 1-alkyl-indolin-2-imines and dialkyl (2-methylenepropane-1,3-diyl) dicarbonates leading to pyrido[2,3-b]indole derivatives have been developed for the first time, in which the reaction of 1-alkyl-3-alkylindolin-2-imine hydrochlorides with dimethyl (2-methylenepropane-1,3-diyl) dicarbonate provided tetrahydro-2H-pyrido[2,3-b]indoles, and the treatment of N-(1-methylindolin-2-ylidene)benzenesulfonamides with di-tert-butyl (2-methylenepropane-1,3-diyl) dicarbonate gave tetrahydro-1H-pyrido[2,3-b]indoles. The convenient and practical methods afford diverse pyrido[2,3-b]indole derivatives for screening of biological and pharmacological molecules.
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