This article is cited in 14 papers

Communications

Convenient preparation of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones in array format

E. G. Chupakhin^ab, G. P. Kantin^a, D. V. Dar'in^a, M. Yu. Krasavin<sup>ab

a</sup> Institute of Chemistry, St. Petersburg State University, St. Petersburg, Russian Federation
^b Immanuel Kant Baltic Federal University, Kaliningrad, Russian Federation

Abstract: A practically convenient synthesis of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones from N-substituted maleimides via the Wittig reaction and the Regitz diazo transfer has been developed. In all 26 cases studied, only one chromatographic purification was required with no need for aqueous workup, which makes this protocol amenable to producing the emerging class of diazo compounds in parallel format.

Keywords: privileged structures, maleimides, Wittig reaction, Michael acceptors, diazo transfer, diazo compounds, parallel synthesis.

Language: English

DOI: 10.1016/j.mencom.2021.01.010

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