共查询到20条相似文献,搜索用时 14 毫秒
1.
Samir Bouayad‐Gervais Thomas Scattolin Franziska Schoenebeck 《Angewandte Chemie (International ed. in English)》2020,59(29):11908-11912
Reported herein is the first efficient strategy to synthesize a broad range of unsymmetrical N‐CF3 hydrazines, which served as platform to unlock numerous currently inaccessible derivatives, such as tri‐ and tetra‐substituted N‐CF3 hydrazines, hydrazones, sulfonyl hydrazines, and valuable N‐CF3 indoles. These compounds proved to be remarkably robust, being compatible with acids, bases, and a wide range of synthetic manipulations. The feasibility of RN(CF3)‐NH2 to function as a directing group in C?H functionalization is also showcased. 相似文献
2.
Abdurrahman Turksoy Samir Bouayad-Gervais Prof. Franziska Schoenebeck 《Chemistry (Weinheim an der Bergstrasse, Germany)》2022,28(46):e202201435
While the N-trifluoromethylation of cyclic ureas is of interest for the potential to fundamentally change the properties of these biologically relevant moieties, the single synthetic procedure known to date describing their access only gives 4,4-disubstituted or fused aromatic cyclic N-CF3 urea derivatives. We herein report an alternative approach to unleash access to the 4-monosubstituted imidazolidinone motif. The strategy relies on straightforward cyclization of readily accessible acyclic ureas, enabled by Ag-catalysis or light-assisted proton coupled electron transfer. The cyclic core is shown to be highly robust and amenable to various derivatizations, such as tandem Ni-catalysis, C−B, C−N, C−C cross couplings or C−H functionalizations, tolerating basic, nucleophilic and/or oxidizing conditions. 相似文献
3.
4.
5.
Rajeshwar Reddy Sagyam Himabindu Vurimidi Pratap Reddy Padi Katkam Srinivas 《合成通讯》2013,43(15):2232-2240
An unexpected synthesis of highly substituted indole derivatives was provided by treating 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-pentanoic acid phenylamide with aryl hydrazines in the presence of trifluoroacetic acid in tetrahydrofuran. 相似文献
6.
A green and efficient synthesis of 3-pyrazolyl indoles was developed by the cyclocondensation reaction of β-ethylthio-β-indolyl-α,β-unsaturated ketones with semicarbazide hydrochloride as hydrazine equivalent in the presence of 3 equiv. of PEG-400(1a/PEG mole ratio of 1:3) in reflux water. This procedure did not require toxic hydrazine and product purification, eliminating the use of toxic liquid chemicals. 相似文献
7.
8.
9.
A novel synthetic method was developed for the preparation of indole-based conjugated derivatives with satisfied yields. By applying this strategy, a series of new compounds were prepared conveniently. All the obtained new indole derivatives were characterized by spectroscopic analyses, giving satisfactory data corresponding to their expected molecular structures. 相似文献
10.
《Journal of heterocyclic chemistry》2017,54(1):714-719
The reaction of indoles with dialdehydes was studied for the first time. Mild reaction conditions using glacial acetic acid led to two novel kinds of reaction products: one designated as alkyl chain‐connected tetraindoles and the other one as bis(indolyl)‐substituted cycloalkane indoles. The suggested reaction pathways are discussed. The indole substituents of the cycloalkane indoles were either trans or cis orientated depending from the alkyl chain length. 相似文献
11.
吲哚与亚胺的Friedel-Crafts反应的研究进展 总被引:1,自引:0,他引:1
由于吲哚类化合物具有许多生物特性等优点,在众多天然产物和相应的具有生物活性的化合物中起重要的骨架构筑作用,其合成方法的研究格外令人注目.近年来,关于吲哚与亚胺在催化剂作用下发生Friedel-Crafts反应来制备3-取代吲哚甲胺衍生物的报道剧增.对近年来吲哚与亚胺Friedel-Crafts反应的研究情况进行了综述. 相似文献
12.
13.
An efficient one-pot procedure for the synthesis of 2-ethoxycarbonyl indoles from commercially available materials has been developed. The one-step procedure involves in situ formation of the hydrazones from phenylhydrazine hydrochloride and ethyl pyruvate in the presence of bismuth nitrate followed by Fischer cyclization in polyphosphoric acid and ethanol. This method is efficient and simple. 相似文献
14.
15.
Dr. Miguel Peña‐López Dr. Helfried Neumann Prof. Dr. Matthias Beller 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(7):1818-1824
A general synthetic route to indoles from readily available anilines and epoxides by using ruthenium catalysis is described. This straightforward transformation allows a variety of indoles to be obtained in good yields by using [Ru3(CO)12]/1,1′‐bis(diphenylphosphino)ferrocene as the catalytic system. Water and hydrogen are formed as the only stoichiometric by‐products, making this process highly atom efficient. 相似文献
16.
17.
A simple protocol was established to synthesize 2,3-dialkyl indoles and various tetrahydrocarbazoles via Fischer indole synthesis. This method uses ceric ammonium nitrate as a catalyst for the Fischer indole synthesis with substituted phenyl hydrazine hydrochlorides and 2-butanone, phenyl propanal, and cyclohexanone. This process is a practical synthetic method for the preparation of various 2,3-disubstituted alkyl indoles and tetrahydrocarbazoles. 相似文献
18.
Saad Alrashdi Federica Casolari Aziz Alabed Kwaku Kyeremeh Hai Deng 《Molecules (Basel, Switzerland)》2023,28(1)
Indole-containing acyloins are either key intermediates of many antimicrobial/antiviral natural products or building blocks in the synthesis of biologically active molecules. As such, access to structurally diverse indole-containing acyloins has attracted considerable attention. In this report, we present a pilot study of using biotransformation to provide acyloins that contain various indole substituents. The biotransformation system contains the tryptophan synthase standalone β-subunit variant, PfTrpB6, generated from directed evolution in the literature; a commercially available L-amino acid oxidase (LAAO); and the thiamine-diphosphate (ThDP)-dependent enzyme NzsH, encoded in the biosynthetic gene cluster (nzs) of the bacterial carbazole alkaloid natural product named neocarazostatin A. The utilization of the first two enzymes, the PfTrpB variant and LAAO, is designed to provide structurally diverse indole 3-pyruvate derivatives as donor substrates for NzsH-catalysed biotransformation to provide acyloin derivatives. Our results demonstrate that NzsH displays a considerable substrate profile toward donor substrates for production of acyloins with different indole ring systems, suggesting that NzsH could be further explored as a potential biocatalyst via directed evolution to improve the catalytic efficiency in the future. 相似文献
19.