Nitro-Hunsdiecker reaction

Das, J. P., Sinha, P., Roy, S. A Nitro-Hunsdiecker Reaction From Unsaturated Carboxylic Acids to Nitrostyrenes and Nitroarenes. Org. 

The aforementioned reaction was extended to a nitro-Hunsdiecker reaction to make nitrostyrenes and nitroarenes from unsaturated carboxylic acids such as 31—>32.32 This is a rare example of nitro-olefin preparation. 

Sodium thenoate is bromodecarboxylated in low yield, slower than sodium anisate, but more rapidly than sodium benzoate. However, the Hunsdiecker reaction with silver salts has been used preparatively for the synthesis of 2,3-dibromo-4-nitrothiophene from 3-bromo-4-nitro-2-thiophenecarboxylic acid. ... 

In a reaction termed a nitro-Hunsdiecker (see 14-30), vinyl carboxyhc acids (conjugated acids) are treated with nitric acid and a catalytic amount of AIBN (p. 935). The product is the vinyl nitro compound, generated via decarboxylation... 

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