(E)-3-Arylidene-4-diazopyrrolidine-2,5-diones: Preparation and Use in RhII-Catalyzed X–H Insertion Reactions towards Novel, Medicinally Important Michael Acceptors,Synthesis

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(E)-3-Arylidene-4-diazopyrrolidine-2,5-diones: Preparation and Use in RhII-Catalyzed X–H Insertion Reactions towards Novel, Medicinally Important Michael Acceptors
Synthesis ( IF 2.2 ) Pub Date : 2020-11-05 , DOI: 10.1055/s-0040-1706556
Dmitry Dar’in ₁ , Mikhail Krasavin _{1,

2} , Evgeny Chupakhin ₁ , Martha Gecht ₁ , Alexander Ivanov ₁ , Grigory Kantin ₁

Affiliation

The use of readily available 1-aryl-3-arylidenepyrrolidine-2,5-diones in high yielding direct diazo-transfer reactions and subsequent involvement of the resulting diazo compounds in Rh^II-catalyzed O–H, S–H, and N–H insertion reactions delivered 4-substituted 1-aryl-3-arylidenepyrrolidine-2,5-diones of defined regiochemistry and geometrical configuration. These products are intended to be studied as Michael acceptors capable of inhibiting thioredoxin reductase, a promising cancer target.

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