title: Continuous Flow Magnesiation or Zincation of Acrylonitriles, Acrylates, and Nitroolefins. Application to the Synthesis of Butenolides.
abstract: Scalable continuous flow procedures are reported for the metalation and downstream functionalization of β-substituted acrylates. The flow conditions allow the metalation of acrylonitriles, acrylates, and nitroolefins at 0.25-2.50 mmol/min conversion rates. Magnesiations can be performed with short residence times (1-20 min) and near-ambient temperature using TMPMgCl·LiCl. Further, high temperature zincation (≤90 °C) using TMPZnCl·LiCl is possible. This method allows a simple entry to 2(5H)-furanones by flow generation of magnesiated acrylates and a subsequent reaction with aldehydes.
authors: Department of Chemistry, Ludwig-Maximilians-Universität , Butenandtstr. 5-13, 81377 Munich, Germany.
authors: Maximilian A
authors: MA
authors: Ganiek
authors: Department of Chemistry, Ludwig-Maximilians-Universität , Butenandtstr. 5-13, 81377 Munich, Germany.
authors: Matthias R
authors: MR
authors: Becker
authors: Department of Chemistry, Ludwig-Maximilians-Universität , Butenandtstr. 5-13, 81377 Munich, Germany.
authors: Marthe
authors: M
authors: Ketels
authors: Department of Chemistry, Ludwig-Maximilians-Universität , Butenandtstr. 5-13, 81377 Munich, Germany.
authors: Paul
authors: P
authors: Knochel