S Pravinkumar, Attunuri Nagireddy, Hamesh Basumatary, Adita S Madavi, Prathap Reddy Mukthapuram, Rajesh Manda
Propargylic alcohol is a shining star in the chemical space. These congeners have garnered significant attention from the synthetic chemistry community due to their dual functionality and three-centered reactivity. In this realm, the electrophilic cyclization of propargylic alcohols with a tethered nucleophile functional group is a key strategy for synthesizing hetero- and carbocycles. In these transformations, the position of the nucleophilic reactive handle can influence the reaction outcome. Consequently, these derivatives open up numerous opportunities to create complex cyclic adducts through various reaction pathways. Among all nucleophile tethers, the hydroxy group has been increasingly used in the production of oxy-heterocyclics. The hydroxy dialing on the core propargylic alcohol would lead to oxy-heterocyclics, such as benzofuran, furan, chromene, coumarin, chromone, pyrane, etc., which have numerous applications in various fields of biology and other scientific fields. In this review, we focused on uncovered hydroxy-tethered propargylic alcohol cyclization reactions. We categorized these transformations based on the structural features of hydroxy propargylic alcohols. With this review, we aim to pave the way for further efforts in discovering new reaction pathways.
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Excited-state intramolecular proton transfer (ESIPT) happens when a molecule, upon photon absorption, is promoted to an electronically excited state, where a proton transfer occurs from a donor to an acceptor group within the molecule. This process generates an excited-state tautomer, often exhibiting a lower ionization potential. Consequently, the fluore scence spectra display a notable Stokes shift, with emission peaks shifted toward longer wavelengths. More details can be found in the Review by Rampal Pandey, Mrituanjay D. Pandey, and co-workers (DOI: 10.1002/tcr.202500109).