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Updated: Sep 16, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Organocatalytic Reductive Amination of Aldehydes with 2-Propanol: Efficient Access to N-Alkylated Amines
Rahul Vishwakarma1, Sikandar Singh1, Nagaraju Vodnala1
1Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi 110016, India.
Abstract:
Herein, we report on the development of a one-pot organocatalytic approach for the synthesis of N-alkylated secondary and tertiary amines. The reaction proceeds via the reduction of in situ generated imines, where the solvent acts as a hydride surrogate in the presence of TMSOTf, thereby facilitating the alkylation process. Mechanistic insights derived from control experiments and deuterium labeling studies reveal a solvent-mediated hydride transfer pathway. This methodology offers a streamlined approach to amine alkylation, eliminating the need for metal catalysts and providing a potentially more sustainable alternative to traditional protocols.
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