Ortho lithiation-in situ borylation of substituted morpholine benzamides
Research output: Contribution to journal › Journal article › Research › peer-review
Anna Cederbalk, Morten Lysén, Jan Kehler, Jesper L. Kristensen
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.
|Number of pages||7|
|Publication status||Published - 23 Mar 2017|
- Borylation, Cross coupling, In-situ trapping, Lithiation, Selectivity