Pd‐Catalyzed Chemoselective Suzuki‐Miyaura Reactions of 1‐Bromo‐4‐(halomethyl)naphthalene. Issue 17 (7th May 2018) - Pei, Mingming
Abstract: A Pd‐catalyzed chemoselective Suzuki‐Miyaura reaction of 1‐bromo‐4‐(halomethyl)naphthalene and arylboronic acids for the formation of C(sp 3 )–C(sp 2 ) bond via highly selective C(sp 3 )‐X bond cleavage is disclosed, which enables the general synthesis of functionalized 1‐benzyl‐4‐bromonaphthalene compounds in good yields under mild conditions. Moreover, the 1‐benzyl‐4‐bromonaphthalene was also obtained on a multi‐gram scale, and further to prepare more complex target molecules through the related chemical transformation. Abstract : A Pd‐catalyzed chemoselective Suzuki‐Miyaura reaction of 1‐bromo‐4‐(halomethyl)naphthalene and arylboronic acids for the formation of C(sp 3 )–C(sp 2 ) bond via highly selective C(sp 3 )‐X bond cleavage is disclosed, which enables the general synthesis of functionalized 1‐benzyl‐4‐bromonaphthalene compounds in good yields under mild conditions.