Chemoselective deprotonative lithiation of azobenzenes: reactions and mechanisms.
Identifieur interne : 000299 ( Ncbi/Curation ); précédent : 000298; suivant : 000300Chemoselective deprotonative lithiation of azobenzenes: reactions and mechanisms.
Auteurs : Thi Thanh Thuy Nguyen [France] ; Anne Boussonnière ; Estelle Banaszak ; Anne-Sophie Castanet ; Kim Phi Phung Nguyen ; Jacques MortierSource :
- The Journal of organic chemistry [ 1520-6904 ] ; 2014.
Abstract
Whereas standard strong bases (n-BuLi, s-BuLi/TMEDA, n-BuLi/t-BuOK, TMPMgCl·LiCl, and LDA) reduce the N═N bond of the parent azobenzene (Y = H), aromatic H→Li permutation occurs with LTMP when a suitable director of lithiation (Y = OMe, CONEt2, F) is present in the benzene residue of the azo compound. The method allows direct access to new substituted azobenzenes.
DOI: 10.1021/jo500230q
PubMed: 24568538
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