Literature DB >> 29717125

Catalytic condensation for the formation of polycyclic heteroaromatic compounds.

Daniel Forberg1, Tobias Schwob1, Rhett Kempe2.   

Abstract

The conservation of our global element resources is a challenge of the utmost urgency. Since aliphatic and aromatic alcohols are accessible from abundant indigestible kinds of biomass, first and foremost lignocellulose, the development of novel chemical reactions converting alcohols into important classes of compounds is a particularly attractive carbon conservation and CO2-emission reduction strategy. Herein, we report the catalytic condensation of phenols and aminophenols or aminoalcohols. The overall reaction of this synthesis concept proceeds via three steps: hydrogenation, dehydrogenative condensation and dehydrogenation. Reusable catalysts recently developed in our laboratory mediate these reactions highly efficient. The scope of the concept is exemplarily demonstrated by the synthesis of carbazoles, quinolines and acridines, the structural motifs of which figure prominently in many important natural products, drugs and materials.

Entities:  

Year:  2018        PMID: 29717125      PMCID: PMC5931520          DOI: 10.1038/s41467-018-04143-6

Source DB:  PubMed          Journal:  Nat Commun        ISSN: 2041-1723            Impact factor:   14.919


  20 in total

1.  Chemistry. The give and take of alcohol activation.

Authors:  Andrew J A Watson; Jonathan M J Williams
Journal:  Science       Date:  2010-08-06       Impact factor: 47.728

2.  Applications of acceptorless dehydrogenation and related transformations in chemical synthesis.

Authors:  Chidambaram Gunanathan; David Milstein
Journal:  Science       Date:  2013-07-19       Impact factor: 47.728

Review 3.  Dehydrogenation as a substrate-activating strategy in homogeneous transition-metal catalysis.

Authors:  Graham E Dobereiner; Robert H Crabtree
Journal:  Chem Rev       Date:  2010-02-10       Impact factor: 60.622

4.  Hydrogen autotransfer in the N-alkylation of amines and related compounds using alcohols and amines as electrophiles.

Authors:  Gabriela Guillena; Diego J Ramón; Miguel Yus
Journal:  Chem Rev       Date:  2010-03-10       Impact factor: 60.622

5.  A sustainable catalytic pyrrole synthesis.

Authors:  Stefan Michlik; Rhett Kempe
Journal:  Nat Chem       Date:  2013-01-20       Impact factor: 24.427

6.  Polymer derived non-oxide ceramics modified with late transition metals.

Authors:  Muhammad Zaheer; Thomas Schmalz; Günter Motz; Rhett Kempe
Journal:  Chem Soc Rev       Date:  2012-02-15       Impact factor: 54.564

7.  The dual role of ruthenium and alkali base catalysts in enabling a conceptually new shortcut to N-unsubstituted pyrroles through unmasked α-amino aldehydes.

Authors:  Kazuki Iida; Takashi Miura; Junki Ando; Susumu Saito
Journal:  Org Lett       Date:  2013-03-07       Impact factor: 6.005

8.  A Sustainable Multicomponent Pyrimidine Synthesis.

Authors:  Nicklas Deibl; Kevin Ament; Rhett Kempe
Journal:  J Am Chem Soc       Date:  2015-10-01       Impact factor: 15.419

9.  Direct synthesis of pyrroles by dehydrogenative coupling of β-aminoalcohols with secondary alcohols catalyzed by ruthenium pincer complexes.

Authors:  Dipankar Srimani; Yehoshoa Ben-David; David Milstein
Journal:  Angew Chem Int Ed Engl       Date:  2013-03-06       Impact factor: 15.336

10.  Single-catalyst high-weight% hydrogen storage in an N-heterocycle synthesized from lignin hydrogenolysis products and ammonia.

Authors:  Daniel Forberg; Tobias Schwob; Muhammad Zaheer; Martin Friedrich; Nobuyoshi Miyajima; Rhett Kempe
Journal:  Nat Commun       Date:  2016-10-20       Impact factor: 14.919

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  5 in total

1.  Mechanistic Investigation of the Formation of Nickel Nanocrystallites Embedded in Amorphous Silicon Nitride Nanocomposites.

Authors:  Norifumi Asakuma; Shotaro Tada; Erika Kawaguchi; Motoharu Terashima; Sawao Honda; Rafael Kenji Nishihora; Pierre Carles; Samuel Bernard; Yuji Iwamoto
Journal:  Nanomaterials (Basel)       Date:  2022-05-11       Impact factor: 5.719

Review 2.  Synthesis of N-Heterocycles via Oxidant-Free Dehydrocyclization of Alcohols Using Heterogeneous Catalysts.

Authors:  Kangkang Sun; Hongbin Shan; Guo-Ping Lu; Chun Cai; Matthias Beller
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-03       Impact factor: 16.823

3.  The Synthesis of Primary Amines through Reductive Amination Employing an Iron Catalyst.

Authors:  Christoph Bäumler; Christof Bauer; Rhett Kempe
Journal:  ChemSusChem       Date:  2020-05-26       Impact factor: 8.928

4.  General and selective deoxygenation by hydrogen using a reusable earth-abundant metal catalyst.

Authors:  T Schwob; P Kunnas; N de Jonge; C Papp; H-P Steinrück; R Kempe
Journal:  Sci Adv       Date:  2019-11-15       Impact factor: 14.136

5.  Porous Silicon Oxycarbonitride Ceramics with Palladium and Pd2Si Nanoparticles for Dry Reforming of Methane.

Authors:  Jun Wang; Matthias Grünbacher; Simon Penner; Maged F Bekheet; Aleksander Gurlo
Journal:  Polymers (Basel)       Date:  2022-08-25       Impact factor: 4.967

  5 in total

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