- Alkyl coupling in tertiary amines as analog of Guerbet condensation reaction
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We report here that C-C coupling in tertiary amines for the synthesis of long chain and hindered amines might be efficiently performed over Pt and Pd catalysts. The mechanism study confirms similarity with the Guerbet reaction through dehydrogenation of the alkyl group and subsequent attack of the α-carbon atom by an alkyl group of another molecule. Finally, secondary amines and tertiary amines with longer alkyl chains are formed.
- Zhou, Yage,Wu, Dan,Hernández, Willinton Yesid,Ma, Changru,Su, Huangyang,Ordomsky, Vitaly
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p. 9845 - 9849
(2019/04/01)
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- n-Butyllithium-mediated synthesis of N-aryl tertiary amines by reactions of fluoroarenes with secondary amines at room temperature
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A simple and facile method for the synthesis of aromatic tertiary amines by amination of fluoroarenes with secondary amines in the presence of n-butyllithium at room temperature was reported.
- Lin, Yingyin,Li, Meng,Ji, Xinfei,Wu, Jingjing,Cao, Song
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p. 1466 - 1472
(2017/02/18)
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- Electrophilic Amination with Nitroarenes
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An exceptionally general electrophilic amination, which directly transforms commercially available nitroarenes into alkylated aromatic aminoboranes with zinc organyl compounds was developed. The reaction starts with a two-step partial reduction of the nitro group to a nitrenoid, which is used in situ as the electrophilic amination reagent. To facilitate isolation, the resulting air- and moisture-sensitive aminoboranes were reacted with a range of electrophiles. The method not only represents a direct transformation of nitro compounds into electrophilic amination reagents but also provides an elegant alternative to dehydrocoupling methods for the generation of aminoboranes.
- Rauser, Marian,Ascheberg, Christoph,Niggemann, Meike
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supporting information
p. 11570 - 11574
(2017/09/11)
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- Iron-catalysed tandem isomerisation/hydrosilylation reaction of allylic alcohols with amines
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An iron(0)-catalysed cascade synthesis of N-alkylated anilines from allylic or homoallylic alcohols and primary and secondary anilines under hydrosilylation conditions has been developed. Notably, a simple Fe(cod)(CO)3 complex (cod = cycloocta-
- Li, Haoquan,Achard, Mathieu,Bruneau, Christian,Sortais, Jean-Baptiste,Darcel, Christophe
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p. 25892 - 25897
(2014/07/07)
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- Manufacture of arylamines
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Arylamines are manufactured by reacting alcohols with amines in the presence of phosphorus-III compounds. The arylamines I manufactured by the process of the invention are intermediates for the manufacture of crop protection agents, optical brighteners, especially amino-coumarin derivatives, and dyes, especially of the xanthene, pyronine, rhodamine, oxazine, azo, triphenylmethane and diphenylmethane series.
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