Kabachnik–Fields reactions with stable nitroxide free radicals

Isbera, Mostafa and Bognár, Balázs and Sár, Cecília and Jekö, József and Kálai, Tamás (2022) Kabachnik–Fields reactions with stable nitroxide free radicals. ARKIVOC. ISSN 1551-7004 (In Press)

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Abstract

The Kabachnik–Fields reaction is a multicomponent reaction that provides -aminophosphonates and phosphorus analogs of -amino acids. While paramagnetic -amino acids are well known, to the best of our knowledge, this is the first report on paramagnetic -aminophosphonate syntheses. We present examples of nitroxide-containing -aminophosphonates starting from five- and six-membered paramagnetic aldehydes, a paramagnetic ketone, and five- and six-membered paramagnetic amines. Starting from a -bromo- unsaturated aldehyde, we constructed a pyrroline-nitroxide-condensed heterocycle with a phosphonate ester substituent.

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