Literature DB >> 18229935

One-pot synthesis of diarylalkynes using palladium-catalyzed sonogashira reaction and decarboxylative coupling of sp carbon and sp2 carbon.

Jeongju Moon1, Miso Jeong, Hyungoog Nam, Jinhun Ju, Joong Ho Moon, Hyun Min Jung, Sunwoo Lee.   

Abstract

Decarboxylative coupling of sp-sp2 carbons is possible by palladium catalyst. Employing propiolic acid (1) as a difunctional alkyne, and using the consecutive reactions of the Sonogashira reaction and the decarboxylative coupling, unsymmetrically substituted diaryl alkynes were obtained in moderate to good yield.

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Year:  2008        PMID: 18229935     DOI: 10.1021/ol703130y

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


  6 in total

1.  Decarboxylative benzylations of alkynes and ketones.

Authors:  Robert R P Torregrosa; Yamuna Ariyarathna; Kalicharan Chattopadhyay; Jon A Tunge
Journal:  J Am Chem Soc       Date:  2010-07-14       Impact factor: 15.419

2.  Migratory decarboxylative coupling of coumarins: synthetic and mechanistic aspects.

Authors:  Ranjan Jana; James J Partridge; Jon A Tunge
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-19       Impact factor: 15.336

3.  Practical synthesis of aryl-2-methyl-3-butyn-2-ols from aryl bromides via conventional and decarboxylative copper-free Sonogashira coupling reactions.

Authors:  Andrea Caporale; Stefano Tartaggia; Andrea Castellin; Ottorino De Lucchi
Journal:  Beilstein J Org Chem       Date:  2014-02-12       Impact factor: 2.883

4.  Fast Heck-Cassar-Sonogashira (HCS) Reactions in Green Solvents.

Authors:  L Ferrazzano; G Martelli; T Fantoni; A Daka; D Corbisiero; A Viola; A Ricci; W Cabri; A Tolomelli
Journal:  Org Lett       Date:  2020-04-28       Impact factor: 6.005

Review 5.  Pd-Catalyzed Cross-Couplings: On the Importance of the Catalyst Quantity Descriptors, mol % and ppm.

Authors:  Christopher S Horbaczewskyj; Ian J S Fairlamb
Journal:  Org Process Res Dev       Date:  2022-07-11       Impact factor: 3.858

6.  An Efficient and Sustainable Approach to Decarboxylative Cross-Coupling Using Silica Coated Magnetic Copper Nanocatalyst for the Synthesis of Internal Alkynes.

Authors:  Manavi Yadav; Anju Srivastava; Rashmi Gaur; Radhika Gupta; Gunjan Arora; Rakesh Kumar Sharma
Journal:  Front Chem       Date:  2022-01-17       Impact factor: 5.221

  6 in total

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