Regioselective routes to orthogonally-substituted aromatic MIDA boronates.
A series of tetrasubstituted aromatics has been synthesized, many of which are based on elaborated N-methyliminodiacetic acid (MIDA)-boronates. A sequence employing nitration, bromination, stepwise Suzuki-Miyaura (SM) coupling with a boronic acid, then base-mediated unmasking of the boronic acid from the MIDA-boronate and a second SM-coupling has led to our desired, mainly 1,2,4,5-substituted tetrasubstituted aromatic targets.
Dept of Chemistry, School of Life Sciences, University of Sussex, Falmer, BN1 9QJ, UK. j.spencer@sussex.ac.uk.
Adam J
AJ
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AstraZeneca, Mereside Alderley Park, Macclesfield, SK10 4TG, UK.
Paul
P
Kemmitt
Dept of Biochemistry, School of Life Sciences, University of Sussex, Falmer, BN1 9QJ, UK.
S
S
Mark Roe
Dept of Chemistry, School of Life Sciences, University of Sussex, Falmer, BN1 9QJ, UK. j.spencer@sussex.ac.uk.
John
J
Spencer