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Cu(I)‐catalyzed Synthesis of Diaryl Ether Using a Simple Hydrazone as Promoter
Author(s) -
LIU Yuhua,
LI Gang,
YANG Lianming
Publication year - 2009
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200990070
Subject(s) - chemistry , hydrazone , aryl , catalysis , aldehyde , ketone , base (topology) , ether , combinatorial chemistry , substrate (aquarium) , coupling reaction , ligand (biochemistry) , medicinal chemistry , phenols , organic chemistry , receptor , mathematical analysis , biochemistry , alkyl , oceanography , mathematics , geology
A simple hydrazone‐type ligand, 2‐pyridinecarboxaldehyde phenylhydrazone 1 , was found to significantly promote the Cu(I)‐catalyzed coupling reaction between aryl bromides and phenols. This cross‐coupling reaction occurred in dioxane in 90–100 °C in the presence of K 3 PO 4 as base, with a broader substrate scope including electron‐poor, ‐neutral or ‐rich aryl bromides as well as a high tolerance of base‐sensitive functionalities such as ester, aldehyde and ketone.