Phenylboronic Acid → tert-butyl 5-phenyl-2H-1,4-oxazine-4(3H)-carboxylate

Participants

Reaction Steps

This compound was prepared from tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate and phenylboronic acid using a procedure similar to that described in Example 2 (Steps 1-3a) above. The product was isolated as a white solid (56% yield); 1H-NMR (d6-DMSO) 1.04 (9H, s), 3.68 (2H, m), 4.09 (2H, m), 6.38 (1H, s), 7.18-7.20 (3H, m), 7.27-7.29 (2H, m); 13C-NMR (CDCl3) 27.7, 41.5, 66.8, 125.0, 126.3, 128.0, 132.2; MS ES(+) 206.0 (M+-tBu); HRMS m/z calcd for C15H19NO3+H+ 262.1443 [M+H+]. Found 262.1447. IR λmax=3441, 1701, 1367, 1355, 1163 cm−1.

Provenance & Evidence