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Reactions of Organic Anions, 142. Reactions of α‐Chloroalkyl Sulfones with Nitronaphthalene Derivatives
Author(s) -
Ma̧kosza Mieczyslaw,
Danikiewicz Witold,
Wojciechowski Krzysztof
Publication year - 1987
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198719870814
Subject(s) - carbanion , sulfone , chemistry , nucleophile , substitution reaction , medicinal chemistry , organic chemistry , catalysis
1‐and 2‐nitronaphthalene derivatives react with the carbanions derived from chloromethyl p ‐tolyl sulfone and tert ‐butyl chloromethyl sulfone to give products of the vicarious nucleophilic substitution of hydrogen predominantly or exclusively in position 2 and 1, respectively. A different orientation pattern and sometimes other reaction pathways are observed in the reactions involving tertiary carbanions derived from α‐chloropropyl p ‐tolyl sulfone.