Conversion of Nitrostyrene

[roger2003]

It is possible to convert Nitrostyrene to

Cinnamic acid
and
Phenylacetic acid
?

The Nitro Group in Organic Syntheses p. 163
(Conversion of Nitro Compunds into Cabocyclic Acids)

...a very efficient related reaction using a mixture of sodium nitrite and acetic acid in DMSO (at 30° C ; 6 h) has been reported. Because carbon-carbon double bonds and triple bonds and other various functional groups are compatible with this reaction conditions......

JOC 62, 234 (1997)

Will this yield cinnamic acid ?

[roger2003]

The JOC article was ref. before:

Post 447798

(Aurelius: "Ideas", Chemistry Discourse)

Anyone can post them ?

[Rhodium]

Novel Transformation of Primary Nitroalkanes and Primary Alkyl Bromides to the Corresponding Carboxylic Acids
Matt, C.; Wagner, A.; Mioskowski, C.

J. Org. Chem. 62, 234-235 (1997)

(https://www.thevespiary.org/rhodium/Rhodium/pdf/nitro2bromide2acid.pdf)
DOI:

10.1021/jo962110n

https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000477385-file_vfpg.gif" title="View this image">

[roger2003]

1. Step

Knoevenagel Condensation of (substituted) Benzaldehyde and Nitromethan

Ber. 37, 4502 (1904)

2. Step
C=C double bond reduction

Post 426052

(Barium: "Novel high-yielding C=C reduction of nitrostyrenes", Novel Discourse)

3. Step

Transformation of Nitroalkanes to Phenylacetic Acids

J. Org. Chem. 62, 234-235 (1997)