Highly convergent one-pot four-component regioselective synthesis of 4H-benzo[f]chromenes via annulation of β-oxodithioesters

Samai, Subhasis ; Nandi, Ganesh Chandra ; Singh, Maya Shankar (2012) Highly convergent one-pot four-component regioselective synthesis of 4H-benzo[f]chromenes via annulation of β-oxodithioesters Tetrahedron, 68 (4). pp. 1247-1252. ISSN 0040-4020

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Official URL: http://doi.org/10.1016/j.tet.2011.11.051

Related URL: http://dx.doi.org/10.1016/j.tet.2011.11.051

Abstract

Highly efficient regioselective protocol for the synthesis of hitherto unreported 4H-benzo[f]chromenes has been developed by one-pot four-component coupling of aromatic aldehydes, β-naphthol, β-oxodithioesters, and primary alcohols in the presence of InCl3. This transformation presumably proceeds via domino Knoevenagel condensation/Michael addition/intramolecular cyclodehydration/transesterification sequence creating four new bonds and one stereocenter in a single operation. Further, alcohol plays dual role as a reactant as well as reaction medium.

Item Type:Article
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ID Code:119655
Deposited On:15 Jun 2021 13:37
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