Synthesis of Alkynyl Quinones and Related Compounds
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.
Moore, Harold W.,West, Kevin F.,Wriede, Ulrich,Chow, Ken,Fernandez, Mario,Nguyen, Nghi V.
p. 2537 - 2549
(2007/10/02)
Alkynylquinones. Synthesis of 2-Alkynyl-5-methoxy-1,4-benzoquinones
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
West, Kevin F.,Moore, Harold W.
p. 3591 - 3593
(2007/10/02)
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