Early Organic Chemistry in Kyiv: Serhii Mykolayovych Reformatskyi (1860-1934) and his Name Reaction

Chempluschem. 2023 Oct;88(10):e202300224. doi: 10.1002/cplu.202300224. Epub 2023 Sep 13.

Abstract

Serhiy Mykolayovych Reformatskyi, [Ukrainian: Рeφopмaтcьκий, Cepгiй Mиκoлaйoвич; Russian: Sergei Nikolaevich Reformatskii, РeΦopмaтcκий, Cepгeй Hиκoлaeвич (1860-1934)] was a product of Zaitsev's laboratory in Kazan Imperial University in Russia and one of the founding fathers of organic chemistry in Ukraine. He discovered his eponymous reaction while a graduate student in Kazan under Zaitsev, studying the synthesis of homoallylic alcohols. He modified this reaction by replacing the olefinic π bond of an allyl halide with a carbonyl group. In the prototype reaction, he treated ethyl haloacetates with zinc and aldehydes or ketones. The reaction gave the corresponding β-hydroxyesters and remains an important synthetic method. Work on the reaction over the ensuing century and a quarter has led to the discovery of analogous reactions using a wide range of metals, and even permitting the use of water as a solvent.

Keywords: Reformatskii (Reformatsky) reaction; Ukraine; history of science; organic chemistry; organozinc chemistry.

Publication types

  • Review