Affiliation:
1. A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences
2. Biomedical Research and Technology Department of the Irkutsk Scientific Center, Siberian Branch, Russian Academy of Sciences
Abstract
AbstractThe ring-opening/functionalization of 1-pyrrolines by cyanoacetylenes or acetylenic ketones (20–80 °C, MeCN, H2O) affords δ-keto aminoacrylonitriles and δ-keto aminoenones, mostly as the Z-isomers, in up to 85% yields. The synthesis involves C(2)–N bond cleavage in the intermediate hemiaminal resulting from the intermediate 1,3(4)-dipolar 1-pyrroline/acetylene complexes and water.
Funder
Ministry of Science and Higher Education of the Russian Federation
Subject
Organic Chemistry,Catalysis
Cited by
4 articles.
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