Premium
Synthesis of 3‐( N ‐alkylamino)acetophenones via a benzyne intermediate
Author(s) -
Albright J. Donald,
Lieberman Daniel F.
Publication year - 1994
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570310247
Subject(s) - chemistry , aryne , medicinal chemistry , computational chemistry , stereochemistry
Reaction of 2‐(2‐bromophenyl)‐2‐methyl‐1,3‐dioxolane with lithium (1,1‐dimethylethyl)amide, lithium (2,2‐dimethylpropyl)amide, lithium (1,1‐dimethylpropyl)amide gave the corresponding N ‐(alkyl)‐3‐(2‐methyl‐1,3‐dioxolan‐2‐yl)benzenamines in moderate yields. 1‐[3‐[(1,1‐Dimethylethyl)amino]phenyl]ethanone ( 4 ) was prepared in over 80% yield from 2‐(2‐bromophenyl)‐2‐methyl‐1,3‐dioxolane ( 2 ).