Fatemeh Doraghi, Mehdi Ghanbarlou, Amir Mohammad Mahdavian, Bahareh Bari, Bagher Larijani, Mohammad Mahdavi
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Coumarin-3-carboxylic acid: C3/C4-functionalizations and cyclization reactions
Due to the presence of a carboxyl group, coumarin-3-carboxylic acid can easily participate in C3-, and C4-functionalization, as well as cyclization reactions. The carboxyl moiety as a directing group enhances the reactivity of coumarins as dienophiles, which facilitates the participation of these scaffolds in the synthesis of various heterocycles. Hence, this review highlights the reports since 2010 on the contribution of coumarin-3-carboxylic acids in decarboxylative and cyclization reactions and discusses interesting reaction mechanisms.
Coumarins are privileged O-heterocycles and appear in biologically active natural and medicinal products. The presence of carboxyl as a directing group allowed coumarin-3-carboxylic acid to participate in C3-, or C4-functionalization, and annulations. This compound has attracted extensive attention from chemists in the field of cross-coupling methodologies to provide functionalized structures.
期刊介绍:
Journal of Chemical Sciences is a monthly journal published by the Indian Academy of Sciences. It formed part of the original Proceedings of the Indian Academy of Sciences – Part A, started by the Nobel Laureate Prof C V Raman in 1934, that was split in 1978 into three separate journals. It was renamed as Journal of Chemical Sciences in 2004. The journal publishes original research articles and rapid communications, covering all areas of chemical sciences. A significant feature of the journal is its special issues, brought out from time to time, devoted to conference symposia/proceedings in frontier areas of the subject, held not only in India but also in other countries.