79128-16-8Relevant academic research and scientific papers
METALATION REACTIONS. VI. STERIC LIMITS IN THE PREPARATION OF 1,2,3-TRI-SUBSTITUTED BENZENE DERIVATIVES
Cabiddu, Salvatore,Maccioni, Antonio,Piras, Pier Paolo,Plumitallo, Antonio
, p. 123 - 128 (2007/10/02)
Metalation of 1,3-dialkoxy-, 1-alkoxy-3-(alkylthio)- and 1,3-bis-(alkylthio)-benzenes with n-butyllithium has been examined to verify the possibility of preparing 1,2,3-tri-substituted benzene derivatives.The reaction is affected by steric hindrance.The yields of the metalation in the position ortho to both the substituents decrease as steric requirement increases becoming zero when the bulk of both the alkyl substituent and the hetero-atom is increased.It has been shown that synthesis of 1,2,3-tri-substituted derivatives by this route is feasible only with small substituents.
