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    Acyl Sonogashira Reactions
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    Abstract:
    In the first part of the thesis palladium nanocatalyst has been attempted to synthesize 1-(1-benzyl-1H-indol-3-yl)-3-(trimethylsilyl)prop-2-yn-1-one through copper free Sonogashira reaction condition using 1H-indole-3-carbonyl chloride and ethynyltrimethylsilane in order to synthesize intermediate for the synthesis of biologically active meridianin. This intermediate once accomplished can be in priciple used in one-pot three component synthesis following the acyl Sonogashira reaction via the coupling-addition-cyclocondensation sequence. In the second part of the thesis palladium nanoparticles fixed on single walled carbon nanotubes has been synthesized which serve as an efficient and reusable solid support for copper free Sonogashira reaction for acyl chlorides with terminal acetylenes. A wide array of ynones are synthesized in high yields under mild reaction condition. This simple protocol of ynone preparation in high yield was further explored in the multicomponent synthesis of 2,4-disubstituted pyrimidines derivative in one-pot fashion. Disubstituted pyrimidines were obtained in good yields applying one-pot three component synthesis following an acyl Sonogashira coupling-addition-cyclocondensation sequence.
    Keywords:
    Sonogashira coupling
    One-pot synthesis
    Coupling reaction
    Derivative (finance)
    Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
    Tandem
    Sequence (biology)
    Component (thermodynamics)
    Citations (0)
    One-pot synthesis
    Triazole
    Citations (12)
    An iodine-catalyzed four-component reaction of 1,3-dicarbonyl compounds, amines, aldehydes and nitroalkanes afforded polysubstituted pyrroles under a metal free condition. Simplicity, low cost and good yields are the key features of this methodology. The mechanism of this four component process is discussed and structural elaboration of one of the compounds synthesized using Suzuki and Sonogashira coupling is presented.
    Sonogashira coupling
    Component (thermodynamics)
    Coupling reaction
    Reaction conditions
    Citations (63)
    Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
    Sonogashira coupling
    Citations (0)
    [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.
    Sonogashira coupling
    Tandem
    Moiety
    Acetylene
    Phenylacetylene
    Citations (110)
    The coupling of acid chlorides 1 with terminal alkynes 2 using only one equivalent (!) of triethylamine under Sonogashira conditions followed by subsequent addition of primary or secondary amines 4 to the intermediate alkynones 3 represents a straightforward one-pot three component access to enaminones 5 under mild conditions and in excellent yields. Furthermore, 2,4-di- and 2,4,6-trisubstituted pyrimidines 7 can be synthesized in moderate to good yields according to a highly flexible coupling-addition-cyclocondensation sequence.
    Sonogashira coupling
    Triethylamine
    Sequence (biology)
    One-pot synthesis
    Citations (45)
    Abstract The dibromoalkane formation in the first step is followed by DBU‐promoted selective elimination to produce 2‐bromoalkenes with high selectivity and generally good to excellent yields.
    Sonogashira coupling
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