Literature DB >> 34334805

Formate-Mediated Cross-Electrophile Reductive Coupling of Aryl Iodides and Bromopyridines.

Leyah A Schwartz1, Kim Spielmann1, Robert A Swyka1, Ming Xiang1, Michael J Krische1.   

Abstract

Two catalytic systems for the formate-mediated cross-electrophile reductive coupling of 4-iodoansiole with 6-bromopyridines are described. Using homogenous rhodium or heterogeneous palladium catalysts, the product of reductive biaryl cross-coupling could be formed in moderate yield with excellent levels of chemoselectivity.

Entities:  

Keywords:  cross-electrophile coupling; formate; palladium; reductive coupling; rhodium

Year:  2020        PMID: 34334805      PMCID: PMC8323530          DOI: 10.1002/ijch.202000069

Source DB:  PubMed          Journal:  Isr J Chem        ISSN: 0021-2148            Impact factor:   3.333


  31 in total

Review 1.  Critical assessment of pharmaceutical processes--A rationale for changing the synthetic route.

Authors:  Mike Butters; David Catterick; Andrew Craig; Alan Curzons; David Dale; Adam Gillmore; Stuart P Green; Ivan Marziano; Jon-Paul Sherlock; Wesley White
Journal:  Chem Rev       Date:  2006-07       Impact factor: 60.622

2.  Hydrogen-mediated C-C bond formation: a broad new concept in catalytic C-C coupling.

Authors:  Ming-Yu Ngai; Jong-Rock Kong; Michael J Krische
Journal:  J Org Chem       Date:  2007-02-16       Impact factor: 4.354

3.  Palladium-catalyzed cross-coupling: a historical contextual perspective to the 2010 Nobel Prize.

Authors:  Carin C C Johansson Seechurn; Matthew O Kitching; Thomas J Colacot; Victor Snieckus
Journal:  Angew Chem Int Ed Engl       Date:  2012-05-09       Impact factor: 15.336

4.  Nickel-Catalyzed Cross-Electrophile Coupling with Organic Reductants in Non-Amide Solvents.

Authors:  Lukiana L Anka-Lufford; Kierra M M Huihui; Nicholas J Gower; Laura K G Ackerman; Daniel J Weix
Journal:  Chemistry       Date:  2016-07-08       Impact factor: 5.236

Review 5.  Advances in transition metal (Pd, Ni, Fe)-catalyzed cross-coupling reactions using alkyl-organometallics as reaction partners.

Authors:  Ranjan Jana; Tejas P Pathak; Matthew S Sigman
Journal:  Chem Rev       Date:  2011-02-14       Impact factor: 60.622

Review 6.  The importance of green chemistry in process research and development.

Authors:  Peter J Dunn
Journal:  Chem Soc Rev       Date:  2011-05-12       Impact factor: 54.564

7.  Reductive cross-coupling reactions between two electrophiles.

Authors:  Christiane E I Knappke; Sabine Grupe; Dominik Gärtner; Martin Corpet; Corinne Gosmini; Axel Jacobi von Wangelin
Journal:  Chemistry       Date:  2014-05-13       Impact factor: 5.236

8.  Vinyl Triflate-Aldehyde Reductive Coupling-Redox Isomerization Mediated by Formate: Rhodium-Catalyzed Ketone Synthesis in the Absence of Stoichiometric Metals.

Authors:  William G Shuler; Robert A Swyka; Tabitha T Schempp; Brian J Spinello; Michael J Krische
Journal:  Chemistry       Date:  2019-09-04       Impact factor: 5.236

9.  Rhodium-Catalyzed Aldehyde Arylation via Formate-Mediated Transfer Hydrogenation: Beyond Metallic Reductants in Grignard/Nozaki-Hiyami-Kishi-Type Addition.

Authors:  Robert A Swyka; Wandi Zhang; Jeffery Richardson; J Craig Ruble; Michael J Krische
Journal:  J Am Chem Soc       Date:  2019-01-29       Impact factor: 15.419

10.  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

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