Please use this identifier to cite or link to this item: http://lib.jncasr.ac.in:8080/jspui/handle/10572/2006
Title: Sequential One-Pot Synthesis of Tri- and Tetrasubstituted Thiophenes and Fluorescent Push Pull Thiophene Acrylates Involving (Het)aryl Dithioesters as Thiocarbonyl Precursors
Authors: Acharya, Anand
Parameshwarappa, G.
Saraiah, B.
Ila, H.
Keywords: Chemistry, Organic
Highly Substituted Thiophenes
Donor-Acceptor Cyclopropanes
1,3-Dicarbonyl Compounds
Polysubstituted Thiophenes
Functionalized Enamides
Methylene Isocyanides
Domino Reactions
S-Alkenylation
Facile
Multicomponent
Issue Date: 2015
Publisher: American Chemical Society
Citation: Journal of Organic Chemistry
80
1
Acharya, A.; Parameshwarappa, G.; Saraiah, B.; Ila, H., Sequential One-Pot Synthesis of Tri- and Tetrasubstituted Thiophenes and Fluorescent Push Pull Thiophene Acrylates Involving (Het)aryl Dithioesters as Thiocarbonyl Precursors. Journal of Organic Chemistry 2015, 80 (1), 414-427.
Abstract: An efficient, one-pot three component synthesis of highly functionalized tri- and tetrasubstituted thiophenes has been reported involving (het)aryl dithioesters as thiocarbonyl precursors. Thus, sequential base mediated condensation of readily available (het)aryl active methylene ketones with (het)aryl dithioesters followed by S-alkylation of the resulting enethiolate salts with activated halomethylene compounds and concurrent intramolecular aldol-type condensation of S-alkylated compounds affords substituted thiophenes in excellent yields. The methodology has also been extended for the synthesis of highly fluorescent push-pull substituted thiophene-5-acrylates by using bromocrotonate as the activated methylene alkylating agent.
Description: Restricted access
URI: http://hdl.handle.net/10572/2006
ISSN: 0022-3263
Appears in Collections:Research Papers (H. Ila)

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