Synthesis of Ortho Substituted Arylboronic Esters by in Situ Trapping of Unstable Lithio Intermediates
Jesper Kristensen, Morten Lysén, Per Vedsø* and Mikael Begtrup
*Royal Danish School of Pharmacy, Department of Medicinal Chemistry, Universitetsparken 2, DK-2100 Copenhagen, Denmark
J. Kristensen, M. Lysén, P. Vedsø, M. Begtrup, Org. Lett., 2001, 3, 1435-1437.
DOI: 10.1021/ol015598+
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Abstract
Ortho lithiation followed by in situ boration using lithium 2,2,6,6-tetramethylpiperidide (LTMP) in combination with triisopropylborate (B(OiPr)3) is a highly efficient, mild, and experimentally straightforward process for the preparation of ortho substituted arylboronic esters. The reaction tolerates functionalities such as ester or cyano groups or halogen substituents.
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Key Words
ID: J54-Y2001