A3 Coupling Reaction as a Key Strategy in a Three-Step Synthesis of Bioactive Alkaloids

Alcindo A Dos Santos,Rafaela C Carmona,Edison P Wendler

doi:10.5151/chempro-14bmos-r0205-1

Abstract

In the last decades the multicomponent reactions have been shown to be an important way to prepare high functionalized compounds within high atom-, energyand stepeconomy. One of these compounds are the propargylamines, which are important chiral tools in organic synthesis especially in the pharmaceutical industry. This class of compounds are important building blocks for the preparation of complex amino derivatives and bioactive substances. 1

Highlights

In the last decades the multicomponent reactions have been shown to be an important way to prepare high functionalized compounds within high atom, energy- and step- economy
An important known strategy for the synthesis of this class of compounds consists in the 1,2-addition reaction of non-functionalized acetylenic organometallics to a C-N double bond, usually of imines, enamines, nitrones and iminium salts.[2]
We have shown that amino alkynols can be prepared in a one-pot threecomponent reaction in moderate to good yields by A3 coupling

Summary

Introduction

In the last decades the multicomponent reactions have been shown to be an important way to prepare high functionalized compounds within high atom-, energy- and step- economy. An important known strategy for the synthesis of this class of compounds consists in the 1,2-addition reaction of non-functionalized acetylenic organometallics to a C-N double bond, usually of imines, enamines, nitrones and iminium salts.[2]

Results

Conclusion