Ti(OiPr)4-Facilitated Formal Deoxygenative Annulation of Alkynyl 1,2-Diketones for the Synthesis of Highly Functionalized Furans

Org Lett. 2021 Feb 19;23(4):1504-1509. doi: 10.1021/acs.orglett.1c00291. Epub 2021 Feb 3.

Abstract

A unique deoxygenative cyclodimerization of alkynyl 1,2-diketones facilitated by Ti(OiPr)4 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(OiPr)4 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.

Publication types

  • Research Support, Non-U.S. Gov't