Efficient tandem process for the catalytic deprotection of N-allyl amides and lactams in aqueous media: A novel application of the bis(allyl)ruthenium(IV) catalysts [Ru(eta(3):eta(2):eta(3)-C12H18)Cl-2] and [{Ru(eta(3):eta(3)-C10H16)-(mu-Cl)Cl}(2)]

Cadierno V; Gimeno J; Nebra N

首页> 外文期刊>Chemistry: A European journal >Efficient tandem process for the catalytic deprotection of N-allyl amides and lactams in aqueous media: A novel application of the bis(allyl)ruthenium(IV) catalysts [Ru(eta(3):eta(2):eta(3)-C12H18)Cl-2] and [{Ru(eta(3):eta(3)-C10H16)-(mu-Cl)Cl}(2)]

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Efficient tandem process for the catalytic deprotection of N-allyl amides and lactams in aqueous media: A novel application of the bis(allyl)ruthenium(IV) catalysts [Ru(eta(3):eta(2):eta(3)-C12H18)Cl-2] and [{Ru(eta(3):eta(3)-C10H16)-(mu-Cl)Cl}(2)]

机译：N-烯丙基酰胺和内酰胺在水性介质中催化脱保护的高效串联过程：双（烯丙基）钌（IV）催化剂[Ru（eta（3）：eta（2）：eta（3）- C12H18）Cl-2]和[{Ru（eta（3）：eta（3）-C10H16）-（mu-Cl）Cl}（2）]

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An operationally simple and highly efficient methodology for the removal of the allyl protecting group in amides and lactams has been developed by using the commercially available bis(allyl)-ruthenium(IV) catalysts [Ru(eta(3):eta(3):eta(3)-C12H18)Cl-2] (C12H18=dodeca-2,6,10-triene-1,12-diyl) and [{Ru(eta(3):eta(3)-C10H16)mu- Cl)Cl}(2)] (C10H18=2,7-dimethylocta-2,6-diene-1,8-diyl). The tandem process, which takes place in aqueous media and proceeds in a one-pot manner, involves the initial isomerization of the C = C bond of the allyl unit and subsequent oxidative cleavage of the resulting enamide.

机译：通过使用市售的双（烯丙基）-钌（IV）催化剂[Ru（eta（3）：eta（3）:)，开发了一种操作简单，高效的方法，可去除酰胺和内酰胺中的烯丙基保护基。 eta（3）-C12H18）Cl-2]（C12H18 = dodeca-2,6,10-三烯-1,12-二基）和[{Ru（eta（3）：eta（3）-C10H16）mu- Cl ）Cl}（2）]（C 10 H 18 ＝ 2，7-二甲基辛基-2，6-二烯-1，8-二基）。串联过程发生在水性介质中并以一锅法进行，涉及烯丙基单元的C = C键的初始异构化和随后生成的烯酰胺的氧化裂解。

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来源
《Chemistry: A European journal》 |2007年第23期|共5页
作者
Cadierno V; Gimeno J; Nebra N;
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正文语种 eng
中图分类化学;
关键词
allylic compounds; amides; aqueous-phase catalysis; lactams; protecting groups; ruthenium; ORGANIC-REACTIONS; PROTECTING GROUP; BIS(ALLYL)-RUTHENIUM(IV) COMPLEXES; SELECTIVE DEPROTECTION; CARBONYL-COMPOUNDS; GRUBBS CARBENE; PRIMARY AMINES; PALLADIUM; CLEAVAGE; ISOMERIZATION;

机译：烯丙基化合物;酰胺;水相催化;内酰胺;保护基团;钌;有机反应;保护基;双（烯丙基）-钌（IV）络合物;选择性防护;羰基化合物;GRUBBS碳;主胺;钯;劈裂;异构化;

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1. Activity and Selectivity in CO Hydrogenation with Silica-supported Ru-Co Bimetallic Cluster-derived Catalysts [J] . 高等学校化学研究：英文版 . 1992,第004期
2. Efficient tandem process for the catalytic deprotection of N-allyl amides and lactams in aqueous media: A novel application of the bis(allyl)ruthenium(IV) catalysts [Ru(eta(3):eta(2):eta(3)-C12H18)Cl-2] and [{Ru(eta(3):eta(3)-C10H16)-(mu-Cl)Cl}(2)] [J] . Cadierno V, Gimeno J, Nebra N Chemistry: A European journal . 2007,第23期

机译：N-烯丙基酰胺和内酰胺在水性介质中催化脱保护的高效串联过程：双（烯丙基）钌（IV）催化剂[Ru（eta（3）：eta（2）：eta（3）- C12H18）Cl-2]和[{Ru（eta（3）：eta（3）-C10H16）-（mu-Cl）Cl}（2）]
3. Reactivity of the dimer [{Ru(eta(3):eta(3)-C10H16)(mu-Cl)Cl}(2)] towards diphosphines and diphosphine-monoxides: synthesis and characterization of novel (2,7-dimethylocta-2,6-diene-1,8-diyl)-ruthenium(IV) complexes [J] . Cadierno V., Garcia-Garrido SE., Gimeno J. Inorganica Chimica Acta . 2003,第0期

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Efficient tandem process for the catalytic deprotection of N-allyl amides and lactams in aqueous media: A novel application of the bis(allyl)ruthenium(IV) catalysts [Ru(eta(3):eta(2):eta(3)-C12H18)Cl-2] and [{Ru(eta(3):eta(3)-C10H16)-(mu-Cl)Cl}(2)]

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