Regioselective annulation of propargyl alcohols with ambident-enols: A Ca(II)-catalyzed trisubstituted benzochromene synthesis

dc.contributor.author Yaragorla, Srinivasarao
dc.contributor.author Pareek, Abhishek
dc.contributor.author Dada, Ravikrishna
dc.date.accessioned 2022-03-27T08:49:36Z
dc.date.available 2022-03-27T08:49:36Z
dc.date.issued 2017-12-06
dc.description.abstract Highly regioselective, 6-endo cyclization between propargyl alcohols and ambident enols such as naphthols, 4-hydroxy coumarin, cyclohexane-1,3-dione, 5,5-dimethylcyclohexane-1,3-dione is described using Ca(OTf)2 under solvent free conditions. The reaction proceeds through a cascade annulation which involves an etherification, Claisen type rearrangement, allene formation and endocyclization. Further, we extended this method to the synthesis of iodo-derivative and demonstrated the reactivity in cross-coupling reactions.
dc.identifier.citation Tetrahedron Letters. v.58(49)
dc.identifier.issn 00404039
dc.identifier.uri 10.1016/j.tetlet.2017.10.077
dc.identifier.uri https://www.sciencedirect.com/science/article/abs/pii/S0040403917313813
dc.identifier.uri https://dspace.uohyd.ac.in/handle/1/11880
dc.subject Ambident nucleophiles
dc.subject Benzochromenes
dc.subject Calcium catalysis
dc.subject Claisen rearrangement
dc.subject Propargyl alcohols
dc.title Regioselective annulation of propargyl alcohols with ambident-enols: A Ca(II)-catalyzed trisubstituted benzochromene synthesis
dc.type Journal. Article
dspace.entity.type
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