Literature DB >> 17360416

Gallium (III) triflate catalyzed efficient Strecker reaction of ketones and their fluorinated analogs.

G K Surya Prakash1, Thomas Mathew, Chiradeep Panja, Steevens Alconcel, Habiba Vaghoo, Clement Do, George A Olah.   

Abstract

The synthesis of alpha-aminonitriles and their fluorinated analogs has been carried out in high yield and purity by the Strecker reaction from the corresponding ketones and amines with trimethylsilyl cyanide using gallium triflate in dichloromethane. Monofluoro-, difluro-, or trifluoromethyl groups can be incorporated into the alpha-aminonitrile product by varying the nature of the fluorinated ketones. Study with various fluorinated and nonfluorinated ketones reveals that the choice of proper catalyst and the solvent system (suitable metal triflates as a catalyst and dichloromethane as a solvent) plays the key role in the direct Strecker reactions of ketones.

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Year:  2007        PMID: 17360416      PMCID: PMC1820647          DOI: 10.1073/pnas.0611316104

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


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