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Ultrasound assisted Diels-Alder reactions of 1-azadienes with “normal” electronic demand.

✍ Scribed by Mercedes Villacampa; Jose' María Pérez; Carmen Avendaño; J.Carlos Menéndez

Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
531 KB
Volume
50
Category
Article
ISSN
0040-4020

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✦ Synopsis

Ultrasound irradiaton accelerates hetero Diels-Alder reactions between l-dimethylamino-I-azadienes and electron-defficient dienophiles. Besides the lower reaction times and increased yields, other advantages of the sonicated reactions are the possibility of isolating previously unknown adducts due to the milder reaction conditions and, in some cases, the decrease in side reactions.

The Diels-Alder reaction plays a major role in the preparation of six-membered carbocycles. Although far less developed, Diels-Alder reactions of heterodienes are finding increasing use in heterocyclic synthesis. l-4

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