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Updated: Jul 17, 2025

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Electrochemical reductive cascade cyclization of o-alkynylated derivatives for saturated amides/amines
Mandapati Bhargava Reddy1, Sakthivel Prabhu1, Ramasamy Anandhan1
1Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India. ananthanramasamy@gmail.com.
Abstract:
An unprecedented reductive hydroamidative/hydroquinazolinative cascade cyclization of o-alkynylated derivatives was achieved via proton-coupled electron transfer (PCET) under electrolysis. In a single step, the rapid assembly of isoindolinones and novel isoindole-fused quinazolinones were achieved through electrolysis by the hydroamidation of amidyl/quinazolinone aminyl radicals with C-C triple bond addition via 5-exo-dig cyclization followed by olefinic reduction without external reductants. Control and cyclic voltammetry experiments support a mechanistic explanation of the electrochemical cascade, and these experiments indicate that the electrolyte is the source of hydrogen for the olefin reduction.
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