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Synthesis of morpholine or piperazine derivatives through gold-catalyzed cyclization reactions of alkynylamines or alkynylalcohols†
Liang-Feng Yao,Yuan Wang,Kuo-Wei Huang
Organic Chemistry Frontiers Pub Date : 04/20/2015 00:00:00 , DOI:10.1039/C5QO00060B
Abstract

A convenient and efficient synthetic method for the construction of morpholine and piperazine derivatives in moderate to good yields was established. The reaction proceeds smoothly with 1.0 mol% gold catalyst loading. A plausible mechanism involving the cascade cyclization and isomerizations to produce the six-membered ring was proposed and supported by deuterium labeling experiments.

Graphical abstract: Synthesis of morpholine or piperazine derivatives through gold-catalyzed cyclization reactions of alkynylamines or alkynylalcohols
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