Literature DB >> 19950880

Metal-free Brønsted acid catalyzed formal [3 + 3] annulation. straightforward synthesis of dihydro-2H-chromenones, pyranones, and tetrahydroquinolinones.

Julie Moreau1, Claudie Hubert, Jessika Batany, Loic Toupet, Thierry Roisnel, Jean-Pierre Hurvois, Jean-Luc Renaud.   

Abstract

Brønsted acids catalyze the addition of enolizable beta-diketones, beta-ketoesters, and vinylogous amides to alpha,beta-unsaturated aldehydes to lead to substituted chromenones, pyranones, and tetrahydroquinolinones in good yields under mild reaction conditions via a formal [3 + 3] cycloaddition.

Entities:  

Year:  2009        PMID: 19950880     DOI: 10.1021/jo901238y

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Control of diastereoselectivity for iridium-catalyzed allylation of a prochiral nucleophile with a phosphate counterion.

Authors:  Wenyong Chen; John F Hartwig
Journal:  J Am Chem Soc       Date:  2013-01-30       Impact factor: 15.419

2.  Triethyl-ammonium 1,1'-binaphthyl-2,2'-diyl phosphate.

Authors:  Ravikumar R Gowda; Venkatachalam Ramkumar; Debashis Chakraborty
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-06-16

3.  Eco-friendly synthesis of fused pyrano[2,3-b]pyrans via ammonium acetate-mediated formal oxa-[3 + 3]cycloaddition of 4H-chromene-3-carbaldehydes and cyclic 1,3-dicarbonyl compounds.

Authors:  Vitaly A Osyanin; Dmitry V Osipov; Irina A Semenova; Kirill S Korzhenko; A V Lukashenko; Oleg P Demidov; Yuri N Klimochkin
Journal:  RSC Adv       Date:  2020-09-16       Impact factor: 4.036

  3 in total

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