Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 3, Issue 1, Pages 71-76Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5qo00328h
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Funding
- SERB-DST, Government of India [SR/S1/OC/12/2012]
- CSIR-OSDD
- DST
- CSIR
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The transition-metal-free aryne multicomponent coupling (MCC) involving carboxylic acids initiated by aziridines/azetidines has been reported. The use of aziridines as nucleophiles afforded N-aryl beta-amino alcohol derivatives and the application of azetidines as nucleophilic triggers furnished N-aryl gamma-amino alcohol derivatives in moderate to good yields. These reactions proceed under mild conditions and result in the formation of a new carbon-nitrogen bond and a new carbon-oxygen bond. The utility of carboxylic acids in aryne MCCs has been demonstrated, and the synthetic potential of phenols as acid surrogates in the present aryne MCCs has been realized.
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