posted on 2024-09-18, 11:41authored bySalma Elsherbeni Elsherbeni, Rebecca MelenRebecca Melen, Alexander Pulis, Louis Morrill
<p>Herein, we report a synthetic method to access a range of highly substituted indoles <em>via</em> the B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>-catalyzed transfer of 2º alkyl groups from amines. The transition metal-free catalytic approach has been demonstrated across a broad range of indoles and amine 2º alkyl donors, including various substituents on both reacting components, to access useful C(3)-alkylated indole products. The alkyl transfer process can be performed using Schlenk line techniques in combination with commercially available B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>•nH<sub>2</sub>O and solvents, which obviates the requirement for specialized equipment (e.g., glove box).</p><p>Analysis of reaction products from this methodology resulted in the following data:</p><p>1H, 19F and 13C NMR raw data files</p><p>IR spectra</p><p>High resolution mass spectrometry spectra.</p>
Funding
The productive merger of organocatalysis and frustrated lewis pairs (2016-04-01 - 2019-09-24); Morrill, Louis. Funder: The Leverhulme Trust
History
Specialist software required to view data files
An appropriate NMR processing software is required for raw NMR data files