Synthesis of Ortho Substituted Arylboronic Esters by in Situ Trapping of Unstable Lithio Intermediates

Publikation: Bidrag til tidsskriftLetterForskningfagfællebedømt

matrix presented Ortho lithiation-in situ boration using lithium 2,2,6,6-tetramethylpiperidide (LTMP) in combination with triisopropylborate (B(OiPr) ) is a highly efficient and experimentally straightforward process for the preparation of ortho substituted arylboronic esters. The mild reaction conditions allow the presence of functionalities such as ester or cyano groups or halogen substituents that are usually not compatible with the conditions used in directed ortho metalation of arenes. The arylboronic esters underwent Suzuki-type cross-coupling with a range of aryl halides, furnishing biaryls in 53-94% yield.
OriginalsprogEngelsk
TidsskriftOrganic Letters
Vol/bind3
Udgave nummer10
Sider (fra-til)1435-1437
Antal sider3
ISSN1523-7060
DOI
StatusUdgivet - 17 maj 2001

ID: 45438179