Eine einfache katalytische Methode zur Synthese von Arylaminen aus Arylbromiden

Guram, Anil S.; Rennels, Roger A.; Buchwald, Stephen L.

doi:10.1002/ange.19951071216

Cited by 176 publications

(36 citation statements)

References 35 publications

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“…[1] Since a variety of amines play an important role as precursors and final products employed in pharmaceuticals such as anticancer agents and DNA alkylators, agrochemicals, flavors and fragrances, cosmetics and toiletries, polymers, dyes, and other fine chemicals, the development of versatile and efficient amination methods is still an area of vital research. [2] In recent years, a number of transition metal-catalyzed reactions for the synthesis of aliphatic and aromatic amines, such as hydroamination of alkenes or alkynes [3,4] and aryl halides, [5] has been developed. Moreover, N-alkylation with alkyl halides is a well-known procedure, [6] but the use of alkyl halides is undesirable from an environmental point of view, since it generates wasteful salts as byproducts.…”

Section: Dedicated To Helmut Kristenmentioning

confidence: 99%

Amination of Aliphatic Alcohols and Diols with an Iridium Pincer Catalyst

Andrushko

Roose³

et al. 2010

ChemCatChem

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Best aminated feature: Catalytic transformation of alcohols to amines is a fundamental transformation in synthetic organic chemistry. A general salt‐free Ir‐catalyzed amination of aliphatic alcohols and diols has been developed, which gives amino alcohols with high selectivity. By use of an Ir–pincer chlorodihydride complex, usually applied for the transfer hydrogenation of ketones, simple monoalcohols are aminated with excellent yields.

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Section: Dedicated To Helmut Kristenmentioning

confidence: 99%

Amination of Aliphatic Alcohols and Diols with an Iridium Pincer Catalyst

Andrushko

Roose³

et al. 2010

ChemCatChem

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“…[18] Various methods have been reported for the selective reduction of aryl nitro compounds to anilines as well as the N-formylation of anilines with different formylating agents. [19] However, the direct conversion of aryl nitro compounds to formanilides would be an ideal choice for this class of important compounds. The efficacy of the one-step gold-catalyzed reductive N-formylation methodology can be seen from Table 3.…”

mentioning

confidence: 99%

Highly Chemo‐ and Regioselective Transfer Reduction of Aromatic Nitro Compounds using Ammonium Formate Catalyzed by Supported Gold Nanoparticles

Lou

Qian

et al. 2011

Adv Synth Catal

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A highly chemo-and regioselective reduction of a wide diversity of aromatic nitro compounds to the corresponding amines has been achieved by a combination of gold nanoparticles supported on titania and ammonium formate (HCOONH 4 ) in ethanol at room temperature. Furthermore, a direct and mild route to formanilides from aromatic nitro compounds bearing different functional groups by reductive N-formylation using the gold-mediated transfer reduction protocol is also established.

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“…Then the functional compatibility of b-enaminones to the approach was explored with 2-iodobenzaldehyde as substrate. This catalytic system has a good tolerance toward electrondonating groups and a few weak electron-withdrawing groups (4-OMe, 4-Me, 4-I, 4-Br, 4-Cl, 3-Me and 3-Cl) on the b-enaminones (entries [1][2][3][6][7][8][9], but it is not compatible with strong electron-withdrawing groups, such as 4-NO 2 , 4-CN, 4-COMe, 4-COOEt (entries 31-34). Moreover, 5,5-methyl-3-(phenylamino)-cyclohex-2-enone could also afford the target in good yield (entry 5).…”

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confidence: 99%