About: Novel synthesis of symmetrical dinitro and diamino Tr?ger's base analogues

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Description	This report describes new synthetic approach to symmetrical diamino Tr?ger's base analogues allowing synthesis of 1,7-, and 4,10-diamino derivatives with no additional substituents and 3,9-diamino derivative with methyl groups in the 1,4,7 and 10 positions. The synthesis uses regioselective nitration of the dihalogen or tetrahalogen Tr?ger's bases followed by hydrogenation of the nitro functions accompanied by removal of halogen atoms. Alternatively, chemoselective reduction of nitro groups can be used to obtain the dihalogen diamino Tr?ger's base analogues. The 2,8-diamino derivatives, which are not accessible using this approach, can be prepared by Buchwald-Hartwig amination of the 2,8-dibromo Tr?ger's bases. This report describes new synthetic approach to symmetrical diamino Tr?ger's base analogues allowing synthesis of 1,7-, and 4,10-diamino derivatives with no additional substituents and 3,9-diamino derivative with methyl groups in the 1,4,7 and 10 positions. The synthesis uses regioselective nitration of the dihalogen or tetrahalogen Tr?ger's bases followed by hydrogenation of the nitro functions accompanied by removal of halogen atoms. Alternatively, chemoselective reduction of nitro groups can be used to obtain the dihalogen diamino Tr?ger's base analogues. The 2,8-diamino derivatives, which are not accessible using this approach, can be prepared by Buchwald-Hartwig amination of the 2,8-dibromo Tr?ger's bases. (en)
Title	Novel synthesis of symmetrical dinitro and diamino Tr?ger's base analogues Novel synthesis of symmetrical dinitro and diamino Tr?ger's base analogues (en)
skos:prefLabel	Novel synthesis of symmetrical dinitro and diamino Tr?ger's base analogues Novel synthesis of symmetrical dinitro and diamino Tr?ger's base analogues (en)
skos:notation	RIV/60461373:22310/12:43894882!RIV13-MSM-22310___
http://linked.open...avai/predkladatel	Fakulta chemické technologie
http://linked.open...avai/riv/aktivita	S
http://linked.open...avai/riv/aktivity	S
http://linked.open...iv/cisloPeriodika	36
http://linked.open...vai/riv/dodaniDat	2013
http://linked.open...aciTvurceVysledku	Cibulka, Radek Šturala, Jiří
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Vysoká škola chemicko-technologická v Praze / Fakulta chemické technologie
http://linked.open...dnocenehoVysledku	154814
http://linked.open...ai/riv/idVysledku	RIV/60461373:22310/12:43894882
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	Chirality; Reduction; Aromatic substitution; Supramolecular building blocks; Tr?ger's bases (en)
http://linked.open.../riv/klicoveSlovo	Chirality Reduction Aromatic substitution Supramolecular building blocks Tr?ger's bases
http://linked.open...odStatuVydavatele	DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV	[B1616FC17B8F]
http://linked.open...i/riv/nazevZdroje	European Journal of Organic Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	2 (xsd:int)
http://linked.open...cetTvurcuVysledku	2 (xsd:int)
http://linked.open...UplatneniVysledku	2012
http://linked.open...v/svazekPeriodika	Neuveden
http://linked.open...iv/tvurceVysledku	Cibulka, Radek Šturala, Jiří
http://linked.open...ain/vavai/riv/wos	000312223500006
issn	1434-193X
number of pages	9 (xsd:int)
http://bibframe.org/vocab/doi	10.1002/ejoc.201201188
http://localhost/t...ganizacniJednotka	22310
is http://linked.open...avai/riv/vysledek of	Novel synthesis of symmetrical dinitro and diamino Tr?ger's base analogues

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