Heteroarene-tethered Functionalized Alkyne Metamorphosis

Chemistry. 2021 Jan 18;27(4):1165-1218. doi: 10.1002/chem.202002154. Epub 2020 Nov 3.

Abstract

Heteroarene-tethered functionalized alkynes are multipotent synthons in organic chemistry. This detailed Review described herein offers a thorough discussion of the metamorphosis of heteroarene-tethered functionalized alkynes, an area which has earned much attention over the past decade in the straightforward synthesis of architecturally complex heterocyclic scaffolds in atom and step economic manner. Depending upon the variety of functionalized alkynes, this Review is divided into multiple sections. Amongst the vast array of synthetic transformations covered, dearomatizing spirocyclizations and cascade spirocyclization/rearrangement are of great interest. Synthetic transformations involving the heteroarene-tethered functionalized alkynes with scope, challenges, limitations, mechanism, their application in the total synthesis of natural products and future perceptions are surveyed.

Keywords: alkynes; cycloisomerization; functionalization; heteroarene; metamorphosis.

Publication types

  • Review