Literature DB >> 15606099

Tandem Sonogashira coupling: an efficient tool for the synthesis of diarylalkynes.

Zoltán Novák1, Péter Nemes, András Kotschy.   

Abstract

[reaction: see text] The tandem Sonogashira coupling reaction of aryl halides provides an efficient method for the synthesis of diarylalkynes. Several aryl halides were coupled with 2-methyl-3-butyn-2-ol as acetylene source in the presence of PdCl2(PPh3)2 and CuI. Following the deprotection of the acetylene moiety in the same pot using a strong base, the Sonogashira coupling of a second aryl halide led to the formation of the appropriate diarylakyne. The established protocoll was successfully extended to the preparation of compound libraries.

Entities:  

Year:  2004        PMID: 15606099     DOI: 10.1021/ol047983f

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


  3 in total

1.  A rapid and efficient synthetic route to terminal arylacetylenes by tetrabutylammonium hydroxide- and methanol-catalyzed cleavage of 4-aryl-2-methyl-3-butyn-2-ols.

Authors:  Jie Li; Pengcheng Huang
Journal:  Beilstein J Org Chem       Date:  2011-04-13       Impact factor: 2.883

2.  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

3.  Sonogashira reaction of aryl and heteroaryl halides with terminal alkynes catalyzed by a highly efficient and recyclable nanosized MCM-41 anchored palladium bipyridyl complex.

Authors:  Bo-Nan Lin; Shao-Hsien Huang; Wei-Yi Wu; Chung-Yuan Mou; Fu-Yu Tsai
Journal:  Molecules       Date:  2010-12-10       Impact factor: 4.411

  3 in total

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