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tert-Butyl Nitrite-Mediated Synthesis of N-Nitrosoamides, Carboxylic Acids, Benzocoumarins, and Isocoumarins from Amides

Subhash L. Yedage and Bhalchandra M. Bhanage*

*Department of Chemistry, Institute of Chemical Technology, Mumbai 400019, India, Email:

S. L. Yedage, B. M. Bhanage, J. Org. Chem., 2017, 82, 5769-5781.

DOI: 10.1021/acs.joc.7b00570 (free Supporting Information)

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tert-Butyl nitrite (TBN) is a multitask reagent for the controlled synthesis of N-nitrosoamides from N-alkyl amides, hydrolysis of N-methoxyamides to carboxylic acids, metal-free benzocoumarin synthesis from ortho-aryl-N-methoxyamides, and Ru-catalyzed isocoumarin synthesis.

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Key Words

N-nitrosoamides, carboxylic acids, tert-butyl nitrite

ID: J42-Y2017