Premium
Ringtransformationen heterocyclischer Verbindungen, VI. 3‐Nitrobenzonitrile aus 2,4,6‐Triarylpyryliumsalzen und Nitroacetonitril
Author(s) -
Zimmermann Thomas,
Pink Maren
Publication year - 1993
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.1993199301183
Subject(s) - chemistry , triethylamine , piperidine , ring (chemistry) , benzene , medicinal chemistry , acetic acid , nitro , derivative (finance) , sodium acetate , organic chemistry , alkyl , financial economics , economics
Ring Transformations of Heterocyclic Compounds, VI. – 3‐Nitrobenzonitriles from 2,4,6‐Triarylpyrylium Salts and Nitroacetonitrile 2,4,6‐Triarylpyrylium salts 1 react with nitroacetonitrile in the presence of sodium acetate, triethylamine, triethylamine/acetic acid or piperidine acetate to give 3‐nitrobenzonitriles 2 . In the course of this 2 6‐[C 5 + C] pyrylium ring transformation a nitro group is shifted to C‐3 of the benzene ring formed. Structural elucidation of the reaction products 2 is based on an X‐ray structure determination of the methoxyphenyl derivative 2c .