The Journal of Organic Chemistry

Alkynylquinones. Synthesis of 2-alkynyl-5-methoxy-1, 4-benzoquinones

KF West, HW Moore

Index: West, Kevin F.; Moore, Harold W. Journal of Organic Chemistry, 1982 , vol. 47, # 18 p. 3591 - 3593

Full Text: HTML

Citation Number: 7

Abstract

Summary: An experimentally simple and efficient synthesis of 2-alkynyl-5-methoxy-1, 4- benzoquinones is described. This involves the 1, 2-addition of lithium acetylides to 4, 5- dimethoxy-1, 2-benzoquinone to give the quinols 2a-i. Hydrolysis of these adducts with dilute acids gives the quinones in overall yields ranging from 61% to 92%.