to the myriad methods for the construction of C–N bonds, chemistry for N–N coupling, especially in an intermolecular fashion, remains underdeveloped. Here, we report a nitrene-mediated intermolecular N–N coupling of dioxazolones and arylamines under iridium or iron catalysis. These reactions offer a simple and efficient method for the synthesis of various hydrazides from readily available carboxylic
N-N 键存在于许多天然化合物中,并赋予迷人的结构和功能特性。与构建 C-N 键的无数方法相比,N-N 偶联化学,尤其是分子间偶联化学,仍然不发达。在这里,我们报告了在铱或铁催化下氮烯介导的二恶唑酮和芳胺的分子间 N-N 偶联。这些反应为从容易获得的羧酸和胺前体合成各种酰肼提供了一种简单有效的方法。尽管 Ir 催化条件通常比 Fe 催化条件具有更高的 N-N 偶联产率,但在 Fe 催化条件下,来自 α-取代羧酸的空间要求更高的二恶唑酮的反应效果要好得多。
Synthesis of 2,3-dihydro-1H-indazoles by Rh(iii)-catalyzed C–H cleavage of arylhydrazines
A rhodium-catalyzed efficient method for the synthesis of 2,3-dihydro-1H-indazoles is described. The reaction of arylhydrazines with olefins results in the corresponding 2,3-dihydro 1H-indazoles with exclusive regioselectivity via CâH bond activation. The utility of the methodology is illustrated by a rapid synthesis of 1H-indazoles under mild reaction conditions in half an hour.
Alkylation of aromatic amines and related compounds using a copper(II)-aluminum(III) couple
作者:Derek H.R. Barton、Eric Doris
DOI:10.1016/0040-4039(96)00579-5
日期:1996.5
Copper(II)-mediated alkylation of amines and relatedcompounds (e.g. hydrazines, hydrazones, hydroxylamines) using an alkyl aluminum reagent is described. The reaction proceeds selectively and in good yield, utililizing a metal-metal exchange as the key step.
Preparation, properties, and reductive alkylation of arylhydrazides
作者:Giancarlo Verardo、Nicoletta Toniutti、Angelo G Giumanini
DOI:10.1139/v98-125
日期:1998.8.1
1-Acyl-2-arylhydrazines (1), readily obtained in high yield from the condensation of arylhydrazines and the appropriate liquid carboxylic acid (2), underwent reductivealkylation with the same or d...