Comprehensive Strategies on the Synthesis of Ene-Yne Derivatives

Abstract

The process of crafting 1,3-enyne compounds holds widespread appeal in organic synthesis due to the compound's proven adaptability as an intermediate in many methods for creating compounds of significant biological and material interest. A variety of methods have been designed to formulate 1,3-enynes from diverse initial materials, such as alkynes, 1,3-conjugated diynes, cyclopropane substitutes, and propargyl alcohols. This review encapsulates a thorough synthesis of 1,3-enynes by utilizing distinct procedures: homo- and cross-coupling of alkynes, metal/acid-induced cyclopropane ring opening through a nucleophile assault, propargyl alcohols' rearrangement/dehydration sequence. In both the alkyne and 1,3-diyne procedures, managing the regio-, stereo-, and, where fitting, chemoselectivity is a key concern. In contrast, with the cyclopropyl ring opening procedure, the selection of enynes relies on nucleophile orientation. In this context, we underscore select efficient methods for the broad and selective synthesis of these pivotal compounds. Additionally, we provided specific examples to demonstrate the efficacy of these processes.