Organic Chemistry Portal

Abstracts

Search:

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

Jesper Kristensen, Morten LysÚn, Per Veds°* and Mikael Begtrup

*Royal Danish School of Pharmacy, Department of Medicinal Chemistry, Universitetsparken 2, DK-2100 Copenhagen, Denmark

J. Kristensen, M. LysÚn, P. Veds°, M. Begtrup, Org. Lett., 2001, 3, 1435-1437.

DOI: 10.1021/ol015598+ (free Supporting Information)



see article for more reactions

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.

see article for more examples



Key Words

arylboronates


ID: J54-Y2001