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Ortho versus adjacent-benzylic directed lithiations of substituted N,N-diethylbenzamides

Authors :
Dennis J. Hlasta
John J. Court
Source :
Tetrahedron Letters. 37:1335-1338
Publication Year :
1996
Publisher :
Elsevier BV, 1996.

Abstract

Directed lithiation of substituted 2- n -alkyl N,N -diethylbenzamides gave mixtures of ortho and adjacent-benzylic alkylated products ( 2 and 3 ). The ratios of isolated products were dependent upon the substitution patterns of the benzene ring and on the reaction conditions. Substrates and reaction conditions that favor either ortho or adjacent-benzylic lithiation are presented.

Details

ISSN :
00404039
Volume :
37
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........45706d3db9197b29b79194a0bf7418f3
Full Text :
https://doi.org/10.1016/0040-4039(96)00016-0