Iridium‐Catalyzed CH Activation versus Directed  ortho  Metalation: Complementary Borylation of Aromatics and Heteroaromatics | Zendy

Hurst Timothy E. | Zendy; Macklin Todd K. | Zendy; Becker Maike | Zendy; Hartmann Eduard | Zendy; Kügel Wolfgang | Zendy; ParisienneLa Salle JeanChristophe | Zendy; Batsanov Andrei S. | Zendy; Marder Todd B. | Zendy; Snieckus Victor | Zendy

Premium

Iridium‐Catalyzed CH Activation versus Directed ortho Metalation: Complementary Borylation of Aromatics and Heteroaromatics

Author(s) -

Hurst Timothy E.,

Macklin Todd K.,

Becker Maike,

Hartmann Eduard,

Kügel Wolfgang,

ParisienneLa Salle JeanChristophe,

Batsanov Andrei S.,

Marder Todd B.,

Snieckus Victor

Publication year - 2010

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201000401

Subject(s) - borylation , metalation , electrophile , chemistry , iridium , moiety , catalysis , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , aryl , alkyl

Systematic studies are presented demonstrating the complementarity of directed ortho metalation (D o M) and Ir‐catalyzed strategies for the provision of borylated aromatics and their subsequent Suzuki–Miyaura coupling reactions. A new concept, the use of the TMS group, readily introduced by D o M, as a latent regiodirective moiety to overcome the otherwise problematic production of isomeric borylated product mixtures is presented. Additional electrophile‐induced ipso ‐deborylation and D o M reactions of the Bpin products are described.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research