Employing carboxylic acids in aryne multicomponent coupling triggered by aziridines/azetidines

Literature Information

Publication Date 2015-11-16
DOI 10.1039/C5QO00328H
Impact Factor 5.281
Authors

Tony Roy, Sachin Suresh Bhojgude, Trinadh Kaicharla, Manikandan Thangaraj, Bikash Garai, Akkattu T. Biju


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Abstract

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 β-amino alcohol derivatives and the application of azetidines as nucleophilic triggers furnished N-aryl γ-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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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Self-citation Rate: 8.7%
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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