30674-62-5Relevant academic research and scientific papers
Ortho lithiation-in situ borylation of substituted morpholine benzamides
Cederbalk, Anna,Lysén, Morten,Kehler, Jan,Kristensen, Jesper L.
, p. 1576 - 1582 (2017)
Morpholine amides are cheap and safe alternative to Weinreb amides as acylating agents of organometallic species. Herein, the in-situ lithiation/borylation of 18 ortho- meta- and para-substituted morpholine benzamides has been investigated. 10 of the 18 substrates provided the desired boronic esters as the major isomer (>90% regioselectivity) in crude isolated yields ranging from 68 to 93%. The synthetic usability of such building blocks was subsequently illustrated via the synthesis of a kinase inhibitor.
