Pd‐Catalyzed Chemoselective Suzuki‐Miyaura Reactions of 1‐Bromo‐4‐(halomethyl)naphthalene. Issue 17 (7th May 2018)

• Record Type: Journal Article
• Authors: Pei, Mingming; Liu, Ping; Ma, Xiaowei; Liu, Yan; Dai, Bin
• Is Part Of: ChemistrySelect. Volume 3:Issue 17(2018)
• Page Start: 5002
• Page End: 5004
• Publication Date: 2018-05-07
• Subjects: arylboronic acid -- 1-bromo-4-(halomethyl)naphthalene -- chemoselective -- coupling reaction -- Pd-catalyzed; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201800586
• Languages: English
• ISSNs: 2365-6549

Abstract

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.