The aza-Michael reaction is one of the most important reactions in modern organic synthesis since a carbon-nitrogen bond is formed during the reaction.1 Primary amines add to electron poor alkenes that are susceptible to nucleophilic attach to give secondary and tertiary products. The first product formed, the secondary derivative, is a result of a mono-addition reaction. The mono-adduct can react further to give the tertiary derivative. In this study, the aza-Michael reactions between primary amines and propenoates (Scheme 1) were investigated under environmentally-friendly solventless conditions2 in order to obtain the mono-adduct or the bis-adduct. The reaction conditions were altered so as to maximise the yields of the desired product. Preliminary results will be presented.
Aza-Michael Reaction: Mono- versus Bis-Addition Product
BOSICA, Giovanna
2012-01-01
Abstract
The aza-Michael reaction is one of the most important reactions in modern organic synthesis since a carbon-nitrogen bond is formed during the reaction.1 Primary amines add to electron poor alkenes that are susceptible to nucleophilic attach to give secondary and tertiary products. The first product formed, the secondary derivative, is a result of a mono-addition reaction. The mono-adduct can react further to give the tertiary derivative. In this study, the aza-Michael reactions between primary amines and propenoates (Scheme 1) were investigated under environmentally-friendly solventless conditions2 in order to obtain the mono-adduct or the bis-adduct. The reaction conditions were altered so as to maximise the yields of the desired product. Preliminary results will be presented.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
