Synthesis of Alkynyl Quinones and Related Compounds

Article abstract of DOI:10.1021/jo00388a035

A general synthetic route to alkynyl-substituted 1,4- and 1,2-benzoquinones is presented.This involves the 1,2-addition of lithium acetylides to a variety of alkoxy quinones followed by hydrolysis of the 3-hydroxy enol ether moiety of the resulting quinols.The use of these quinols and alkynyl quinones in the synthesis of various aromatic phenols and potential bioreductive alkylating agents is also presented.