Literature DB >> 21625722

Investigating N-methoxy-N'-aryl ureas in oxidative C-H olefination reactions: an unexpected oxidation behaviour.

Jens Willwacher1, Souvik Rakshit, Frank Glorius.   

Abstract

Herein, we report a urea derived directing group for mild and highly selective oxidative C-H bond olefination. Subsequent intramolecular Michael addition affords dihydroquinazolinones in good yields. The N-O bond of the urea substrate exhibits superior oxidative behaviour compared to a variety of other external oxidants.

Entities:  

Year:  2011        PMID： 21625722     DOI： 10.1039/c1ob05636k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  7 in total

1.  Pyridine synthesis from oximes and alkynes via rhodium(III) catalysis: Cp* and Cp(t) provide complementary selectivity.

Authors:  Todd K Hyster; Tomislav Rovis
Journal:  Chem Commun (Camb)       Date:  2011-10-10       Impact factor: 6.222

2.  Rhodium(iii)-catalyzed synthesis of phthalides by cascade addition and cyclization of benzimidates with aldehydes.

Authors:  Yajing Lian; Robert G Bergman; Jonathan A Ellman
Journal:  Chem Sci       Date:  2012-08-02       Impact factor: 9.825

3.  Rh(III)-catalyzed regioselective synthesis of pyridines from alkenes and α,β-unsaturated oxime esters.

Authors:  Jamie M Neely; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2012-12-18       Impact factor: 15.419

4.  Rhodium catalyzed synthesis of isoindolinones via C-H activation of N-benzoylsulfonamides.

Authors:  Chen Zhu; John R Falck
Journal:  Tetrahedron       Date:  2012-09-04       Impact factor: 2.457

5.  A bifunctional iminophosphorane squaramide catalyzed enantioselective synthesis of hydroquinazolines via intramolecular aza-Michael reaction to α,β-unsaturated esters.

Authors:  Guanglong Su; Connor J Thomson; Ken Yamazaki; Daniel Rozsar; Kirsten E Christensen; Trevor A Hamlin; Darren J Dixon
Journal:  Chem Sci       Date:  2021-03-18       Impact factor: 9.825

6.  Synthesis of substituted 3,4-dihydroquinazolinones via a metal free Leuckart-Wallach type reaction.

Authors:  Suvarna Bokale-Shivale; Mohammad A Amin; Rajiv T Sawant; Marc Y Stevens; Lewend Turanli; Adam Hallberg; Suresh B Waghmode; Luke R Odell
Journal:  RSC Adv       Date:  2020-12-23       Impact factor: 3.361

7.  Palladium(ii)-catalyzed synthesis of indenones through the cyclization of benzenecarbaldehydes with internal alkynes.

Authors:  Jajula Kashanna; Rathod Aravind Kumar; Ravada Kishore
Journal:  RSC Adv       Date:  2019-10-02       Impact factor: 4.036
  7 in total

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