Pentabromopyridine

Moshchitskii, S. D.; Zeikan', A. A.; Kisilenko, A. A.; Kukhar', V. P.

doi:10.1007/bf00635943

Cited by 4 publications

(2 citation statements)

References 9 publications

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“…Because of relatively weak electron-donating properties of the (OEt) 2 PONH substituents, compound 16 exists exclusively in the form of the azide otherwise known as 2,4-diamino-6-azidopyridines [11]. EXPERIMENTAL Pentabromopyridine was synthesized according to the literature procedure [21]. The synthesis of triazide 10 from pentabromopyridine was slightly modified in comparison with that described in the literature [16].…”

Section: Resultsmentioning

confidence: 99%

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Chemoselective Staudinger‐Phosphite Reaction on the Azido Groups of 2,4,6‐Triazido‐3,5‐dibromopyridine

Чапышев

Chernyak

Yakushchenko

2015

Journal of Heterocyclic Chem

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2,4,6‐Triazido‐3,5‐dibromopyridine reacts with an equimolar amount of triethyl phosphite in ether at room temperature chemoselectively on the γ‐azido group to form 2,6‐diazido‐3,5‐dibromo‐4‐triethoxyphosphoriminopyridine as a single product. The latter adds another molecule of triethyl phosphite to give a mixture of 6‐azido‐2,4‐bis(triethoxyphosphorimino)‐3,5‐dibromopyridine and its tetrazolo[1,5‐a]pyridine isomer, the acidic hydrolysis of which affords 6‐azido‐2,4‐bis(diethoxyphosphoramino)‐3,5‐dibromopyridine. The study shows that the Staudinger‐phosphite reactions with heterocyclic polyazides occur selectively on the most electron‐deficient azido groups, opening up new prospects for preparation of new polyfunctional heterocyclic compounds.

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Section: Resultsmentioning

confidence: 99%

“…Pentabromopyridine was synthesized according to the literature procedure . The synthesis of triazide 10 from pentabromopyridine was slightly modified in comparison with that described in the literature .…”

Section: Methodsmentioning

confidence: 99%