Synthesen von Chinoxalin‐Derivaten

Zellner, H.; Zellner, Gertrud

doi:10.1002/hlca.19660490214

Cited by 10 publications

(2 citation statements)

References 15 publications

(3 reference statements)

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“…The continuous flow microwave reaction was performed as above. Products 25, 25 26, 26 and 27 27 are known, and their 1 H NMR data are consistent with literature values.…”

Section: Methodssupporting

confidence: 88%

A Microreactor for Microwave-Assisted Capillary (Continuous Flow) Organic Synthesis

2005

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A capillary-based flow system has been developed for conducting microscale organic synthesis with the aid of microwave irradiation. The capillary internal diameter investigated ranged from 200 to 1200 mum, while the flow rate was varied between 2 and 40 muL/min, which corresponds to the sample being irradiated approximately 4 min. Other parameters investigated include reaction concentration and power setting of the microwave. Excellent conversion was observed in a variety of cross coupling and ring-closing metathesis (RCM) reactions employing metal catalysts and in nucleophilic aromatic substitution and Wittig reactions that do not employ metals. Reactions that have solids in them do not seem to pose a significant concern for the method, such as blocked channels. It was shown that capillaries coated internally with thin films of Pd metal show tremendous rate accelerations and that the thin films themselves are capable of catalyzing Suzuki-Miyaura reactions with no exogenous catalyst added. Importantly, it has been demonstrated that reagents in separate syringes can be coinjected into the capillary, mix, and react with none of the laminar flow problems that plague microreactor (lab on a chip) technology. This paves the way to use microwave-assisted, flow capillary synthesis as a powerful and efficient means to replace "one-at-a-time" microwave synthesis to provide libraries of compounds in a scale suitable for biological screening purposes.

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“…The continuous flow microwave reaction was performed as above. Products 25, 25 26, 26 and 27 27 are known, and their 1 H NMR data are consistent with literature values.…”

Section: Methodssupporting

confidence: 88%

A Microreactor for Microwave-Assisted Capillary (Continuous Flow) Organic Synthesis

2005

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“…The base fragments 8a-c were prepared according to the reported methods. [25][26][27] Thereafter, compound 8a-c was condensed with different aromatic acids (compounds 5, 7, 9 and 10) using EDAc, and subsequently refluxed in acetic acid to produce the target molecule (Scheme 1). 28,29 Derivatives with substituents in position 5 was synthesized from intermediates 16a,b, which were prepared from 4-fluoro-3-nitro-benzoic acid methyl ester (15) according to reported methods.…”

Section: Introductionmentioning

confidence: 99%