Bisulfite Addition Compounds as Substrates for Reductive Aminations in Water
Open Access
- 2 September 2021
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 23 (18), 7205-7208
- https://doi.org/10.1021/acs.orglett.1c02604
Abstract
Highly valued products resulting from reductive aminations utilizing shelf-stable bisulfite addition compounds of aldehydes can be made under aqueous micellar catalysis conditions. Readily available α-picolineborane serves as the stoichiometric hydride source. Recycling of the aqueous reaction medium is easily accomplished, and several applications to targets in the pharmaceutical industry are documented.Keywords
Funding Information
- Takeda Pharmaceuticals North America
This publication has 25 references indexed in Scilit:
- Cover Picture: On the Way Towards Greener Transition‐Metal‐Catalyzed Processes as Quantified by E Factors (Angew. Chem. Int. Ed. 42/2013)Angewandte Chemie, 2013
- An Easy and General Iron‐catalyzed Reductive Amination of Aldehydes and Ketones with AnilinesChemistry – An Asian Journal, 2011
- TPGS-750-M: A Second-Generation Amphiphile for Metal-Catalyzed Cross-Couplings in Water at Room TemperatureThe Journal of Organic Chemistry, 2011
- E factors, green chemistry and catalysis: an odysseyChemical Communications, 2008
- One-pot reductive amination of aldehydes and ketones with α-picoline-borane in methanol, in water, and in neat conditionsTetrahedron, 2004
- DonepezilDrugs & Aging, 2000
- Fipexide, an effective cognition activator in the elderly: a placebo-controlled, double-blind clinical trialCurrent Medical Research and Opinion, 1986
- Antazoline hydrochlorideActa Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 1982
- An antihistaminic agent: soventol hydrochloride monohydrate ethanol solvateActa Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 1977
- Meclizine and Placebo in Treating Vertigo of Vestibular OriginArchives of Neurology, 1972