Synthesis of (E)‐3‐Styrylquinolin‐4(1H)‐ones in Water by Ohmic Heating: a Comparison with Other Methodologies. Issue 16 (23rd May 2016)

• Record Type: Journal Article
• Authors: Pinto, Joana; Silva, Vera L. M.; Santos, Luis M. N. B. F.; Silva, Artur M. S.
• Is Part Of: European journal of organic chemistry. Issue 16(2016)
• Page Start: 2888
• Page End: 2896
• Publication Date: 2016-05-23
• Subjects: Ohmic heating -- C‐C coupling -- Palladium -- Phase‐transfer catalysis -- Quinolones -- Synthetic methods; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201600150
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : Ohmic heating offers a very efficient way to perform organic reactions in aqueous media. Potentially bioactive ( E )‐3‐styrylquinolin‐4(1 H )‐ones were synthesized by the Heck reaction of 3‐iodo‐1‐methylquinolin‐4(1 H )‐one with styrenes in water and with ohmic heating. Pd(OAc)2 was used as catalyst, and tetrabutylammonium bromide was used as phase‐transfer catalyst in the presence of an inorganic base. Comparison with other established procedures highlight the benefits of this new methodology. Abstract : We report the ohmic‐heating‐assisted syntheses of potentially bioactive 3‐styrylquinolin‐4(1 H )‐ones by Heck reactions of 3‐iodo‐1‐methylquinolin‐4(1 H )‐ones with styrenes in water under phase‐transfer conditions. Comparison with other established procedures highlight the benefits of this new methodology.