Efficient Two-Step Synthesis of Salicylaldehydes via Directed ortho-Lithiation of in situ N-Silylated O-Aryl N-Isopropylcarbamates
Matthias Kauch, Dieter Hoppe*
*Westfälische Wilhelms-Universität Münster, Organisch-Chemisches Institut,
Corrensstraße 40, 48149 Münster, Germany, Email: dhoppe
uni-muenster.de
M. Kauch, D. Hoppe, Synthesis, 2006, 1575-1577.
Abstract
O-Aryl N-isopropylcarbamates, conveniently prepared from phenols and isopropyl isocyanate, are subjected to an efficient ortho-lithiation protocol to afford the corresponding salicylaldehydes in a one-pot operation in high yields.
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Key Words
carbanions, formylation, lithiation, directed ortho metalation, phenols, salicylaldehydes
ID: J66-Y2006-1230
