ArticleChemistry (Weinheim an der Bergstrasse, Germany)2015
Ynamide carbopalladation: a flexible route to mono-, bi- and tricyclic azacycles.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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4 citing papers in PubMed.
- Ene-Allenes: Access from Dialkynes by an IntramolecularOrganic letters · 2025Article
- Selective synthesis ofRSC advances · 2025Article
- First total synthesis of ampullosine, a unique isoquinoline alkaloid isolated fromRSC advances · 2019Article
- Facile Synthesis of 3-Amido-Dienynes via a Tandem α-Propargylation-Isomerization of Chiral Allenamides and their Applications in Diels-Alder Cycloadditions.Synlett : accounts and rapid communications in synthetic organic chemistry · 2017Article
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9 authors.
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Abstract
Bromoenynamides represent precursors to a diversity of azacycles by a cascade sequence of carbopalladation followed by cross-coupling/electrocyclization, or reduction processes. Full details of our investigations into intramolecular ynamide carbopalladation are disclosed, which include the first examples of carbopalladation/cross-coupling reactions using potassium organotrifluoroborate salts; and an understanding of factors influencing the success of these processes, including ring size, and the nature of the coupling partner. Additional mechanistic observations are reported, such as the isolation of triene intermediates for electrocyclization. A variety of hetero-Diels-Alder reactions using the product heterocycles are also described, which provide insight into Diels-Alder regioselectivity.
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