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

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• 作者：Subhasis Samai ; Ganesh Chandra Nandi ; Maya Shankar Singh ; ^{mssinghbhu@yahoo.co.in}
• 关键词：Four-component reaction ; Indium trichloride (InCl3) ; Benzo[f]chromene ; ¦Â-Oxodithioesters ; Transesterification
• 刊名：Tetrahedron
• 出版年：2012
• 出版时间：28 January, 2012
• 年：2012
• 卷：68
• 期：4
• 页码：1247-1252
• 全文大小：491 K

文摘

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, ¦Â-naphthol, ¦Â-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.