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Synthesis of C?-Symmetric Benzimidazolium Salts and Their Application in Palladium-Catalyzed Enantioselective Intramolecular ?-Arylation of Amides.

ABSTRACT: A series of C?-symmetric chiral benzimidazolium salts, the precursor of N-heterocyclic carbene ligands, were designed and synthesized from 1,2-dibromobenzene. In situ prepared corresponding carbenes were tested in the asymmetric palladium-catalyzed intramolecular ?-arylation of amides, affording chiral diarylmethanols with high yields and moderate enantioselectivities.

SUBMITTER: He W

PROVIDER: S-EPMC6274209 | biostudies-literature | 2016 Jun

REPOSITORIES: biostudies-literature

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Synthesis of C₂-Symmetric Benzimidazolium Salts and Their Application in Palladium-Catalyzed Enantioselective Intramolecular α-Arylation of Amides.

He Weiping W Zhao Wei W Zhou Bihui B Liu Haifeng H Li Xiangrong X Li Linlin L Li Jie J Shi Jianyou J

Molecules (Basel, Switzerland) 20160608 6

A series of C₂-symmetric chiral benzimidazolium salts, the precursor of N-heterocyclic carbene ligands, were designed and synthesized from 1,2-dibromobenzene. In situ prepared corresponding carbenes were tested in the asymmetric palladium-catalyzed intramolecular α-arylation of amides, affording chiral diarylmethanols with high yields and moderate enantioselectivities. ...[more]

PMID: 27338322

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