2006
DOI: 10.3998/ark.5550190.0008.302
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C-Cyanation with 1-cyanobenzotriazole

Abstract: 1-Cyanobenzotriazole is a convenient source of NC + for C-cyanation with in situ-generated sp 3 and sp 2 carbanions providing α-cyano-sulfones, -ketones, -alkanecarboxylate esters, -cyanides, -alkylheterocycles, -diarylmethanes and heterylcarbonitriles in good to high yields (55-78%).

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Cited by 15 publications
(19 citation statements)
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“…After the reaction mixture was cooled to room temperature, the solvent was washed with aqueous solutions and concentrated by rotary evaporation. Flash column chromatography on silica gel furnished the corresponding nitrile product, which was confirmed by spectroscopy [24]- [28].…”
Section: General Experimental Proceduresmentioning
confidence: 69%
“…After the reaction mixture was cooled to room temperature, the solvent was washed with aqueous solutions and concentrated by rotary evaporation. Flash column chromatography on silica gel furnished the corresponding nitrile product, which was confirmed by spectroscopy [24]- [28].…”
Section: General Experimental Proceduresmentioning
confidence: 69%
“…is at 3920 [20][21] ). cyclopentadienyl ring give chemical shift in between 6-8ppm in this value is 6.62 to 6.69 as a multiplet, allylic hydrogen have shift value ranging from 1.6-2.6ppm this peak is identified at 1.83 as a singlet, aromatic cis proton have shift value in region of 6-8ppm which is a doublet at 7.17 to 7.21, N-H peak is identified at 8.77 meanwhile CH-N peak is at 2.38 [22][23]…”
Section: Spectral Study Of Cyclopenta-24-dien-1-yl(2-(1hpyrazol-4-yl)cyclopenta-24-dien-1-yl) Iron(iii)mentioning
confidence: 84%
“…Less acidic materials such as Ph-CH 2 -Ph and 2-pyridyl-CH 2 -Me are lithiated with Bu n Li. Nitriles 997 are obtained under mild conditions in average 65% yield ( Scheme 15 ) <2007ARK(iii)5> . Hydrolysis of 1-cyanobenzotriazole 998 with 30% H 2 O 2 provides (benzotriazol-1-yl)carboxylic acid amide( 999 in 79% yield.…”
Section: Reactivity Of Substituents Attached To Ring Nitrogensmentioning
confidence: 99%