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Ti(OPr)-Facilitated Formal Deoxygenative Annulation of Alkynyl 1,2-Diketones for the Synthesis of Highly Functionalized Furans. | LitMetric

Ti(OPr)-Facilitated Formal Deoxygenative Annulation of Alkynyl 1,2-Diketones for the Synthesis of Highly Functionalized Furans.

Org Lett

State Key Laboratory of Structural Chemistry and Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, China.

Published: February 2021

A unique deoxygenative cyclodimerization of alkynyl 1,2-diketones facilitated by Ti(OPr) is achieved, affording a series of highly functionalized furan products. An unusual C-C bond and C═O bond cleavage of the substrates is observed, and Ti(OPr) plays triplicate roles in the reaction. Furthermore, the products show uncommon fluorescent emission in the solid state, indicating the potential practical applications of this work.

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http://dx.doi.org/10.1021/acs.orglett.1c00291DOI Listing

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