Zirconium Catalyzed Hydroaminoalkylation for the Synthesis of α‐Arylated Amines and N‐Heterocycles
- 11 January 2021
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 27 (20) , 6334-6339
Abstract
The zirconium catalyzed hydroaminoalkylation of alkenes with N‐aryl‐ and sterically demanding N‐alkyl‐α‐arylated secondary amines by using commercially available Zr(NMe2)4 is reported. N‐phenyl‐ and N‐isopropylbenzylamine are used as amine substrates to establish the alkene substrate scope. Exclusively linear products are obtained in the presence of bulky vinylsilanes. Challenging α‐heteroarylated amines and functionalized alkene substrates are compatible with this easy to use catalyst, affording a new disconnection strategy for the atom‐ and step‐economic preparation of selectively substituted saturated α‐arylated heterocycles.Keywords
Funding Information
- Natural Sciences and Engineering Research Council of Canada
- Canada Excellence Research Chairs, Government of Canada
This publication has 49 references indexed in Scilit:
- Direct α-C–H bond functionalization of unprotected cyclic aminesNature Chemistry, 2017
- The Azomethine Ylide Route to Amine C–H Functionalization: Redox-Versions of Classic Reactions and a Pathway to New TransformationsAccounts of Chemical Research, 2015
- Merging photoredox with nickel catalysis: Coupling of α-carboxyl sp 3 -carbons with aryl halidesScience, 2014
- Discovery of an α-Amino C–H Arylation Reaction Using the Strategy of Accelerated SerendipityScience, 2011
- Fundamentals of green chemistry: efficiency in reaction designChemical Society Reviews, 2011
- Green Chemistry: Principles and PracticeChemical Society Reviews, 2009
- Atom Economy—A Challenge for Organic Synthesis: Homogeneous Catalysis Leads the WayAngewandte Chemie International Edition, 1995
- Atomökonomische Synthesen – eine Herausforderung in der Organischen Chemie: die Homogenkatalyse als wegweisende MethodeAngewandte Chemie, 1995
- The Atom Economy—A Search for Synthetic EfficiencyScience, 1991
- Asymmetric organolithium additions to iminesTetrahedron Letters, 1990