Literature DB >> 33000948

Access to α-Pyrazole and α-Triazole Derivatives of Ketones from Oxidative Heteroarylation of Silyl Enolethers.

Sandeep Dhanju1, Aidan C Caravana1, Regan J Thomson1.   

Abstract

The synthesis of α-pyrazole and α-triazole derivatives of ketones by the ceric ammonium nitrate-mediated oxidative coupling of enolsilanes with heteroarenes is reported. The reaction proceeds under mild reaction conditions to provide a diversity of products, including sterically hindered fully substituted derivatives.

Entities:  

Year:  2020        PMID： 33000948      PMCID： PMC7869407          DOI： 10.1021/acs.orglett.0c03005

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  10 in total

1.  Cerium(IV) ammonium nitrate--a versatile single-electron oxidant.

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Journal:  Chem Rev       Date:  2007-04-14       Impact factor: 60.622

2.  A Strategy for the Convergent and Stereoselective Assembly of Polycyclic Molecules.

Authors:  Emily E Robinson; Regan J Thomson
Journal:  J Am Chem Soc       Date:  2018-01-24       Impact factor: 15.419

Review 3.  From 2000 to mid-2010: a fruitful decade for the synthesis of pyrazoles.

Authors:  Santos Fustero; María Sánchez-Roselló; Pablo Barrio; Antonio Simón-Fuentes
Journal:  Chem Rev       Date:  2011-08-01       Impact factor: 60.622

4.  Diastereoselective oxidative carbon-carbon bond formation via silyl bis-enol ethers.

Authors:  Christopher T Avetta; Leah C Konkol; Carla N Taylor; Karen C Dugan; Charlotte L Stern; Regan J Thomson
Journal:  Org Lett       Date:  2008-12-18       Impact factor: 6.005

5.  Oxidative carbon-carbon bond formation via allyldimethylsilyl enol ethers.

Authors:  Leah C Konkol; Brian T Jones; Regan J Thomson
Journal:  Org Lett       Date:  2009-12-03       Impact factor: 6.005

Review 6.  Sequential conjugation methods based on triazole formation and related reactions using azides.

Authors:  Suguru Yoshida
Journal:  Org Biomol Chem       Date:  2020-02-26       Impact factor: 3.876

7.  Selective synthesis of 1-functionalized-alkyl-1H-indazoles.

Authors:  Kevin W Hunt; David A Moreno; Nicole Suiter; Christopher T Clark; Ganghyeok Kim
Journal:  Org Lett       Date:  2009-11-05       Impact factor: 6.005

8.  Oxidative carbon-carbon bond formation via silyl bis-enol ethers: controlled cross-coupling for the synthesis of quaternary centers.

Authors:  Michael D Clift; Carla N Taylor; Regan J Thomson
Journal:  Org Lett       Date:  2007-10-03       Impact factor: 6.005

9.  Development of a merged conjugate addition/oxidative coupling sequence. Application to the enantioselective total synthesis of metacycloprodigiosin and prodigiosin R1.

Authors:  Michael D Clift; Regan J Thomson
Journal:  J Am Chem Soc       Date:  2009-10-14       Impact factor: 15.419

10.  α-N-Heteroarylation and α-Azidation of Ketones via Enolonium Species.

Authors:  Atul A More; Gulab K Pathe; Keshaba N Parida; Shimon Maksymenko; Yuriy B Lipisa; Alex M Szpilman
Journal:  J Org Chem       Date:  2018-01-30       Impact factor: 4.354
  10 in total
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Review 1.  Pyrazole Scaffold Synthesis, Functionalization, and Applications in Alzheimer's Disease and Parkinson's Disease Treatment (2011-2020).

Authors:  Xuefei Li; Yanbo Yu; Zhude Tu
Journal:  Molecules       Date:  2021-02-24       Impact factor: 4.411
  1 in total

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