Ivanov reaction

Ivanov reaction

The Ivanov reaction is the chemical reaction of the dianions of aryl acetic acids (Ivanov reagents) with electrophiles, primarily carbonyl compounds or isocyanates.Ref|Ivanov1931Ref|Ivanov1932Ref|Blagoev1970Ref|Ivanov1975 The reaction was named after the Bulgarian organic chemist, Dimitar Ivanov Popov, who discovered it.

Ivanov reagents (dianions of aryl acetic acids) with react with many electrophiles, including aldehydes, ketones, isocyanates, and alkyl halides.Ref|Hauser1960 The product does not usually spontaneously decarboxylate, but it is possible with some reagents.

The Ivanov reaction is known to proceed through the Zimmerman-Traxler model transition state. Toulec "et al." have investigated the reaction rates and kinetics.Ref|Toullec1985

References

# Ivanov, D.; Spassoff, A. "Bull. Soc. Chim. France" 1931, "49", 19 & 375.
# Ivanov, D. "et al." "Bull. Soc. Chim. France" 1932, "51", 1321 & 1325 & 1331.
# Blagoev, B.; Ivanov, D. "Synthesis" 1970, 615-627. (Review)
# Ivanov, D. "Synthesis" 1975, 83-98. (Review)
# cite journal|author=Hauser, C. R.; Dunnavant, W. R.|year=1960|title=α,β-Diphenylpropionic acid|journal=Organic Syntheses|volume=40|pages=38|url=http://www.orgsyn.org/orgsyn/prep.asp?prep=cv5p0526
# Toullec, J.; Mladenova, M.; Gaudemar-Bardone, F.; Blagoev, B. "J. Org. Chem." 1985, "50", 2563.

ee also

* Aldol reaction


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