"On-water" catalyst-free, one-pot synthesis of quaternary centered and spiro-tetrahydrothiophene-barbiturate hybrids. Issue 29 (19th July 2017)

• Record Type: Journal Article
• Authors: Nagaraju, Sakkani; Sathish, Kota; Paplal, Banoth; Kashinath, Dhurke
• Is Part Of: Tetrahedron letters. Volume 58:Issue 29(2017)
• Page Start: 2865
• Page End: 2871
• Publication Date: 2017-07-19
• Subjects: Spiro-barbiturates -- Tetrahydrothiophene hybrids -- 1, 4-Thia-Micheal addition reaction -- One-pot reaction -- "On-water" -- Catalyst-free; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2017.06.029
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Use of "On-water" concept for tetrahydrothiophene synthesis. Catalyst-free protocol for the spiro-barbiturates. Consecutive/one-pot sequence for Knoevenagel, thia-Michael and Aldol reactions. Simple procedure for the all carbon quaternary cantered molecules. Abstract: A green and efficient method have been developed for the synthesis of quaternary centered and spiro-barbiturate-tetrahydrothiophene hybrids via Knoevenagel condensation, 1, 4-thia-Michael and intramolecular Aldol reactions using "on water" concept under catalyst-free conditions. Systematic studies were carried out to find the role of the water and total reaction concentration (0.086 M) to promote the reaction in two steps (one-pot). The use of water as a reaction medium, catalyst-free conditions, broad substrate scope, one-pot approach for the creation of quaternary centered and spiro molecules are the advantages of this method.