| Title | Base-promoted protodeboronation of 2,6-disubstituted arylboronic acids} |
| Publication Type | Journal Article |
| Year of Publication | 2014 |
| Authors | Lozada, J, Liu, Z, Perrin, DM |
| Journal | J. Org. Chem. |
| Volume | 79 |
| Pagination | 5365–5368 |
| Date Published | Jun |
| Abstract | Facile based promoted deboronation of electron-deficient arylboronate esters was observed for arylboronates containing two ortho electron-withdrawing group (EWG) substituents. Among 30 representative boronates, only the diortho-substituted species underwent facile C-B fission in aqueous basic conditions (200 mM hydroxide). These results provide fundamental insight into deboronative mechanisms with implications for cross-coupling reactions, regioselective deuteration/tritiation for isotopic labeling, and the design of new (18)F-trifluoroborate radioprosthetics. |
