4.4 Article

Recent applications of 1,3-indanedione in organic transformations for the construction of fused- and spiro scaffolds

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TETRAHEDRON
卷 122, 期 -, 页码 -

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PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2022.132954

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3-Indanedione; Fused heterocycles; Spiro heterocycles; Bioactivity; Multicomponent synthesis

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This review focuses on the recent (2015-2021) applications of 1,3-indanedione in organic transformations, particularly in the construction of fused and spiro scaffolds. The synthesis of nitrogen- and oxygen-containing fused heterocyclic systems is illustrated, as well as the formation of complex spiro-heterocycles/carbocycles. The described reactions generally involve readily available starting materials, cheap catalysts, one-pot under mild conditions, and environmentally friendly processes.
Indanedione structural motifs are widely distributed in natural products, pharmaceuticals and functional materials. In particular, 1,3-indanedione has attracted considerable attention due to easy availability and versatile reactivity for various organic transformations. In fact, recent years have witnessed a number of novel strategies for the construction of diverse annulated systems involving 1,3-indanediones. The present review emphasizes recent (2015e2021) applications of 1,3-indanedione in organic trans-formations to build fused-and spiro scaffolds. In this regard, synthesis of a variety of nitrogen-and oxygen containing fused heterocyclic systems are illustrated. Formation of several complex spiro-heterocycles/carbocycles has also been highlighted. In most cases, reaction mechanisms are high-lighted for better understanding of reaction pathway. Significantly, the reactions described in this review involve readily available starting materials, cheap catalysts, one-pot under mild conditions and envi-ronmentally benign. Some of the reactions have been effective for the synthesis of biologically active heterocycles. (c) 2022 Elsevier Ltd. All rights reserved.

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