Literature DB >> 26269420

Transition-metal-catalyzed hydrogen-transfer annulations: access to heterocyclic scaffolds.

Avanashiappan Nandakumar1,2, Siba Prasad Midya3, Vinod Gokulkrishna Landge3, Ekambaram Balaraman4.   

Abstract

The ability of hydrogen-transfer transition-metal catalysts, which enable increasingly rapid access to important structural scaffolds from simple starting materials, has led to a plethora of research efforts on the construction of heterocyclic scaffolds. Transition-metal-catalyzed hydrogen-transfer annulations are environmentally benign and highly atom-economical as they release of water and hydrogen as by-product and utilize renewable feedstock alcohols as starting materials. Recent advances in this field with respect to the annulations of alcohols with various nucleophilic partners, thus leading to the formation of heterocyclic scaffolds, are highlighted herein.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  annulations; heterocycles; hydrogen transfer; synthetic methods; transition metal catalysis

Mesh:

Substances:

Year:  2015        PMID: 26269420     DOI: 10.1002/anie.201503247

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  10 in total

1.  Enantioselective Iridium-Catalyzed Phthalide Formation through Internal Redox Allylation of Phthalaldehydes.

Authors:  James M Cabrera; Johannes Tauber; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2018-01-04       Impact factor: 15.336

2.  Catalytic Enantioselective Carbonyl Allylation and Propargylation via Alcohol-Mediated Hydrogen Transfer: Merging the Chemistry of Grignard and Sabatier.

Authors:  Seung Wook Kim; Wandi Zhang; Michael J Krische
Journal:  Acc Chem Res       Date:  2017-08-09       Impact factor: 22.384

3.  Reductive C-C Coupling via Hydrogenation and Transfer Hydrogenation: Departure from Stoichiometric Metals in Carbonyl Addition.

Authors:  James Roane; Michael Holmes; Michael J Krische
Journal:  Curr Opin Green Sustain Chem       Date:  2017-06-09

Review 4.  Ruthenium-Catalyzed Transfer Hydrogenation for C-C Bond Formation: Hydrohydroxyalkylation and Hydroaminoalkylation via Reactant Redox Pairs.

Authors:  Felix Perez; Susumu Oda; Laina M Geary; Michael J Krische
Journal:  Top Curr Chem (Cham)       Date:  2016-05-30

Review 5.  Ruthenium(0)-Catalyzed Cycloaddition of 1,2-Diols, Ketols, or Diones via Alcohol-Mediated Hydrogen Transfer.

Authors:  Hiroki Sato; Ben W H Turnbull; Keisuke Fukaya; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2018-02-06       Impact factor: 15.336

Review 6.  Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings.

Authors:  Rosalie S Doerksen; Tomáš Hodík; Guanyu Hu; Nancy O Huynh; William G Shuler; Michael J Krische
Journal:  Chem Rev       Date:  2021-02-12       Impact factor: 60.622

7.  Catalytic Asymmetric Synthesis of Cyclohexanes by Hydrogen Borrowing Annulations.

Authors:  Roly J Armstrong; Wasim M Akhtar; Tom A Young; Fernanda Duarte; Timothy J Donohoe
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-07       Impact factor: 15.336

8.  A Vinyl Cyclopropane Ring Expansion and Iridium-Catalyzed Hydrogen Borrowing Cascade.

Authors:  Simon Wübbolt; Choon Boon Cheong; James R Frost; Kirsten E Christensen; Timothy J Donohoe
Journal:  Angew Chem Int Ed Engl       Date:  2020-05-07       Impact factor: 15.336

9.  Synthesis of Novel 2,3-Dihydro-1,5-Benzothiazepines as α-Glucosidase Inhibitors: In Vitro, In Vivo, Kinetic, SAR, Molecular Docking, and QSAR Studies.

Authors:  Rabia Mehmood; Ehsan Ullah Mughal; Eslam B Elkaeed; Rami J Obaid; Yasir Nazir; Hanan A Al-Ghulikah; Nafeesa Naeem; Munirah M Al-Rooqi; Saleh A Ahmed; Syed Wadood Ali Shah; Amina Sadiq
Journal:  ACS Omega       Date:  2022-08-17

10.  Chemo- and Regioselective Synthesis of Acyl-Cyclohexenes by a Tandem Acceptorless Dehydrogenation-[1,5]-Hydride Shift Cascade.

Authors:  Lewis B Smith; Roly J Armstrong; Daniel Matheau-Raven; Timothy J Donohoe
Journal:  J Am Chem Soc       Date:  2020-01-22       Impact factor: 15.419

  10 in total

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