Journal of Organic Chemistry p. 6331 - 6334 (2009)
Update date:2022-08-15
Topics:
Slade, David J.
Pelz, Nicholas F.
Bodnar, Wanda
Lampe, John W.
Watson, Paul S.
(Chemical Equation Presented) Indazoles are unselectively protected under strongly basic conditions to give a mixture at N-1 and N-2. Under mildly acidic conditions, regioselective protection at N-2 takes place. Thermodynamic conditions lead to regioselective protection at N-1. This trend applies to various substituted indazoles. Protected 5-bromoindazoles participate in Buchwald reactions with a range of amines to generate novel derivatives.
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