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An Efficient Synthesis of [(Tosylamino)alkyl]naphthalenols by Nucleophilic Addition of Naphthalen‐2‐ol with N ‐Tosyl Imines Using Boron Trifluoride Etherate as Catalyst
Author(s) -
Das Biswanath,
Reddy Cheruku Ravindra,
Sindhu Chava,
Kumar Duddukuri Nandan,
Krishnaiah Martha
Publication year - 2011
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201000224
Subject(s) - chemistry , boron trifluoride , tosyl , nucleophile , catalysis , alkyl , medicinal chemistry , nucleophilic addition , boron , organic chemistry
[(Tosylamino)alkyl]naphthalenols have efficiently been synthesized by nucleophilic addition of naphthalen‐2‐ol with N‐ tosyl imines (derived from both aromatic and aliphatic aldehydes) in the presence of BF 3 ⋅OEt 2 as a catalyst at room temperature. The products are formed within 5–9 h in high yields (72–91%).