Regioselective C(sp
2
)−C(sp
3
) Oxidative Bond Cleavage of 1‐(1‐Hydroxyalkyl) naphthalen‐2‐ols: First Synthesis of 1‐Azido‐halo‐naphthalene‐2(1
H
)‐ones
摘要:
AbstractA new one‐pot oxidative cleavage of C(sp2)−C(sp3) bond has been explored using two complementary protocols employing Phenylselenyl bromide (PhSeBr) as well as Phenyltrimethylammonium Tribromide (PTAB), with much greater efficiency and scope. The oxidative cleavage proceeds via a dearomatization step to afford potentially useful bromonaphthols along with corresponding aldehydes. In this course, we also described the first synthesis of synthetically important azido‐halo naphthaleneones.