Journal
TETRAHEDRON
Volume 104, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2021.132608
Keywords
Amino acids; Heterocycles; Domino reactions; Cross-coupling reactions; Palladium
Categories
Funding
- joint research project ONKOTHER-H - European Social Fund (ESF) [ESF/14-BM-A55-0004/18]
- Ministry of Education, Science and Culture of Mecklenburg-Vorpommern, Germany
- RoHan Project - German Academic Exchange Service (DAAD) [57315854]
- Federal Ministry for Economic Cooperation and Development (BMZ)
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The domino reaction of amino acid esters with 2-chlorophenylpropynones, which are readily available through Sonogashira reactions, produces novel chromeno[2,3-c]pyrrol-9(2H)-ones. This multi-step reaction involves Michael, Claisen, and SNAr reactions. Some intermediates were isolated, providing insights into the mechanism.
The domino reaction of amino acid esters with 2-chlorophenylpropynones, readily available by Sonogashira reactions of 2-chlorobenzoylacetylenes, afforded novel chromeno[2,3-c]pyrrol-9(2H)-ones. The domino reaction involves three steps, i.e. Michael, Claisen and SNAr reactions. Intermediates could be isolated in some cases which allowed to get some insight in the mechanism.(c) 2021 Elsevier Ltd. All rights reserved.
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