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1‐Naphthol Synthesis through Base‐Promoted S N Ar Reactions of ortho ‐Haloacetophenones Followed by Lewis‐Acid‐Catalyzed Cyclization
Author(s) -
Yu Xiaoqiang,
Zhu Peihong,
Bao Ming,
Yamamoto Yoshinori,
Almansour Abdulrahman I.,
Arumugam Natarajan,
Kumar Raju Suresh
Publication year - 2016
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201600026
Subject(s) - chemistry , isomerization , lewis acids and bases , catalysis , intramolecular force , aryl , bromide , iodide , medicinal chemistry , condensation , base (topology) , 2 naphthol , organic chemistry , alkyl , mathematical analysis , physics , mathematics , thermodynamics
An efficient method was developed for the synthesis of 1‐naphthols through NaO t Bu‐promoted S N Ar reaction of ortho ‐haloacetophenones followed by Lewis acid CuI‐catalyzed intramolecular condensation and isomerization. 1‐Naphthol derivatives were obtained in satisfactory yields from aryl bromide and aryl iodide substrates.