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|Title:||Sequential One-Pot Synthesis of Tri- and Tetrasubstituted Thiophenes and Fluorescent Push Pull Thiophene Acrylates Involving (Het)aryl Dithioesters as Thiocarbonyl Precursors|
Highly Substituted Thiophenes
|Publisher:||American Chemical Society|
|Citation:||Journal of Organic Chemistry|
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.|
|Appears in Collections:||Research Papers (H. Ila)|
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