Aminimide Synthesis Using Concerted Amination Reactions of Alkenes: Scope and Mechanistic Information
Ryan A Ivanovich1, Jasper A M Quartus1, Nicolas Das Neves1
1Centre for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences , University of Ottawa , 10 Marie-Curie , Ottawa , Ontario K1N 6N5 , Canada.
Abstract:
Aminimides are key intermediates in the thermal cycloadditions of suitable alkenyl-hydrazine derivatives. Substrate modifications (β-N,N-dialkyl) allowed the isolation of these reactive intermediates, and the analysis of their stereochemistry provided support for concerted (Cope-type) hydroamination and concerted [3 + 2] aminocarbonylation reaction pathways. This work also establishes the applicability of these approaches to form complex aminimides in moderate to excellent yields.
More Related Videos
12:22Preparation and Use of Samarium Diiodide SmI2 in Organic Synthesis: The Mechanistic Role of HMPA and NiII Salts in the Samarium Barbier Reaction
Published on: February 4, 2013
08:56Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Related Concept Videos
Amines to Alkenes: Hofmann Elimination
Under thermal conditions, the hydroxide can abstract a proton from the β carbon; this generates an alkene with the simultaneous...
Amines to Alkenes: Cope Elimination
Synthesis and Decomposition Reactions
Introduction to Electrophilic Addition Reactions of Alkenes
Addition and elimination...
Free-Radical Chain Reaction and Polymerization of Alkenes
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
