4.3 Article

Development of Nitrolactonization Mediated by Iron(III) Nitrate Nonahydrate

Journal

CHEMICAL & PHARMACEUTICAL BULLETIN
Volume 68, Issue 12, Pages 1220-1225

Publisher

PHARMACEUTICAL SOC JAPAN
DOI: 10.1248/cpb.c20-00645

Keywords

nitrolactonization; iron(III) nitrate nonahydrate; nitrogen dioxide; radical intermediate

Funding

  1. JSPS KAKENHI [JP17K08208]

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The nitrolactonization of alkenyl carboxylic acids mediated by Fe(NO3)(3) center dot 9H(2)O has been developed. Nitrolactones were obtained in up to 93% yield by treatment of alkenyl carboxylic acids with Fe(NO3)(3)center dot 9H(2)O. Mechanistic studies disclosed that the reaction proceeded through a radical intermediate generated from addition of NO2 to alkenyl carboxylic acids.

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