Spiro-epoxyoxindoles containing an unsubstituted methylene fragment in the oxirane ring are excellent building blocks in organic synthesis due to the high reactivity conferred by the three-membered oxygenated cycle. In this minireview, a concise survey of the methods of their synthesis and examples of reactivity with carbon and nitrogen nucleophiles is presented, with a particular focus on the stereochemical aspects. The review covers the literature for the last twenty years.

Recent advances in the synthesis and reactivity of spiro-epoxyoxindoles / S. Monticelli, L. Castoldi, S. Touqeer, M. Miele, E. Urban, V. Pace. - In: CHEMISTRY OF HETEROCYCLIC COMPOUNDS. - ISSN 0009-3122. - 54:4(2018 Jun 07), pp. 389-393. [10.1007/s10593-018-2280-4]

Recent advances in the synthesis and reactivity of spiro-epoxyoxindoles

L. Castoldi
Secondo
;
2018

Abstract

Spiro-epoxyoxindoles containing an unsubstituted methylene fragment in the oxirane ring are excellent building blocks in organic synthesis due to the high reactivity conferred by the three-membered oxygenated cycle. In this minireview, a concise survey of the methods of their synthesis and examples of reactivity with carbon and nitrogen nucleophiles is presented, with a particular focus on the stereochemical aspects. The review covers the literature for the last twenty years.
epoxides; Friedel–Crafts reaction; isatins; nucleophilic addition; spiro compounds
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/890725
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