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Zur Chemie des (2,4,6‐Tri‐ tert ‐butylphenyl)isocyanids
Author(s) -
Pakusch Jeachim,
Rüchardt Christoph
Publication year - 1989
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19891220831
Subject(s) - chemistry , isocyanide , pericyclic reaction , yield (engineering) , benzoic acid , medicinal chemistry , stereochemistry , organic chemistry , materials science , metallurgy
On the Chemistry of (2,4,6‐Tri‐ tert ‐butylphenyl)isocyanide The thermal rearrangement of (2,4,6‐tri‐ tert ‐butylphenyl)isocyanide, available from 1,3,5‐tri‐ tert ‐butylbenzene in 45% yield by a four‐step synthesis, offers a high‐yield access to 2,4,6‐tri‐ tert ‐butylbenzonitrile and ‐benzoic acid. The rate of this rearrangement is only slightly retarded by the bulky ortho substituents, confirming the pericyclic transition state proposed earlier.