1969
DOI: 10.1007/bf00468360
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Research on arylhydrazones of substituted glyoxylic acids

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Cited by 2 publications
(2 citation statements)
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“…Compounds 7 – 11 described herein were prepared as illustrated in Scheme . 8-Bromocinnoline intermediate 3 was prepared in 63% yield over two steps by forming a diazonium salt of the readily available 2-bromo aniline 4 and converting to ( E )-2-amino- N ′-(2- bromophenyl)-2-oxoacetohydrazonyl cyanide 5 via the addition of a solution of sodium acetate and 2-cyanoacetamide in water, followed by Friedel–Craft alkylation using AlCl 3 and chlorobenezene as the solvent to form intermediate 3 . The synthesis was completed using catalytic 1,1′-bis­(diphenylphosphino)­ferrocene–palladium­(II)­dichloride dichloromethane complex (PdCl 2 (dppf)·CH 2 Cl 2 ), sodium carbonate as the base in 1,4-dioxane at 140 °C in a microwave to complete Suzuki–Miyaura cross coupling between aryl bromide 3 and boronic acids/esters 6a – e .…”
Section: Resultsmentioning
confidence: 99%
“…Compounds 7 – 11 described herein were prepared as illustrated in Scheme . 8-Bromocinnoline intermediate 3 was prepared in 63% yield over two steps by forming a diazonium salt of the readily available 2-bromo aniline 4 and converting to ( E )-2-amino- N ′-(2- bromophenyl)-2-oxoacetohydrazonyl cyanide 5 via the addition of a solution of sodium acetate and 2-cyanoacetamide in water, followed by Friedel–Craft alkylation using AlCl 3 and chlorobenezene as the solvent to form intermediate 3 . The synthesis was completed using catalytic 1,1′-bis­(diphenylphosphino)­ferrocene–palladium­(II)­dichloride dichloromethane complex (PdCl 2 (dppf)·CH 2 Cl 2 ), sodium carbonate as the base in 1,4-dioxane at 140 °C in a microwave to complete Suzuki–Miyaura cross coupling between aryl bromide 3 and boronic acids/esters 6a – e .…”
Section: Resultsmentioning
confidence: 99%
“…The investigated AAH derivatives were synthesized according to the procedures that illustrated in previously publish paper 22 . These compounds are presented in Table 1.…”
Section: Introductionmentioning
confidence: 99%