共查询到20条相似文献,搜索用时 78 毫秒
1.
The addition of sodium azide to nitriles to give 1H-tetrazoles is shown to proceed readily in water with zinc salts as catalysts. The scope of the reaction is quite broad; a variety of aromatic nitriles, activated and unactivated alkyl nitriles, substituted vinyl nitriles, thiocyanates, and cyanamides have all been shown to be viable substrates for this reaction. 相似文献
2.
Formation of Four Different Aromatic Scaffolds from Nitriles through Tandem Divergent Catalysis
下载免费PDF全文
![点击此处可从《Angewandte Chemie (International ed. in English)》网站下载免费的PDF全文](/ch/ext_images/free.gif)
Dr. Ju Hyun Kim Prof. Jean Bouffard Prof. Sang‐gi Lee 《Angewandte Chemie (International ed. in English)》2014,53(25):6435-6438
A zinc bromide complex, formed by the sequential reaction of nitriles with a Reformatsky reagent and terminal alkynes, is used as an intermediate for divergent palladium‐catalyzed reactions. The reaction pathway of the intermediate is precisely controlled by the choice of the reaction solvent or the palladium catalyst to quickly form four different aromatic scaffolds—arylamines, aminoindenes, pyrroles, and quinolines—starting from readily available nitriles. 相似文献
3.
[reaction: see text]. Various alkyl and aryl azides, readily obtained from halides or alcohols, were transformed into the corresponding nitriles using bromine trifluoride in moderate to good yields. The reaction is general and gives positive results with aliphatic, aromatic, cyclic, and functionalized azides. It can also be applied to the synthesis of optically active nitriles. 相似文献
4.
<正>A rapid and eco-friendly one-pot protocol for the synthesis of nitriles has been developed by treating various araldehydes bearing electron withdrawing as well as electron donating groups with hydroxylamine hydrochloride in the presence of non-toxic,non-corrosive and reusable zinc oxide(ZnO) as the catalyst under solvent-free microwave irradiation.The present approach offers the advantages of a clean reaction,simple methodology,employing readily available catalyst,short reaction duration(1 min),high selectivity;and high yield(90-98%). 相似文献
5.
A novel carbon dioxide triggered and copper-catalyzed domino reaction for the efficient synthesis of highly substituted 3(2H)-furanones from readily available nitriles and propargylic alcohols has been developed. Carbon dioxide is a prerequisite for achieving the present catalytic transformation, and one of the oxygen atoms of carbon dioxide is incorporated into the 3(2H)-furanones. Nitriles not only act as the reaction solvent but also as the reactant; copper salts play dual roles of activating both the propargylic alcohols and nitriles. 相似文献
6.
Horneff T Chuprakov S Chernyak N Gevorgyan V Fokin VV 《Journal of the American Chemical Society》2008,130(45):14972-14974
Stable and readily available 1-sulfonyl triazoles are converted to the corresponding imidazoles in good to excellent yields via a rhodium(II)-catalyzed reaction with nitriles. Rhodium iminocarbenoids are proposed intermediates. 相似文献
7.
Fleming FF Gudipati S Zhang Z Liu W Steward OW 《The Journal of organic chemistry》2005,70(10):3845-3849
[reaction: see text] Diastereoselective alkylations of metalated conformationally locked 4-tert-butylcyclohexanecarbonitrile are highly diastereoselective with magnesium and copper counterions but only modestly diastereoselective with lithium as the counterion. Selective generation of diverse metalated nitriles is readily achieved through bromine-magnesium, -copper, and -lithium exchange reactions of the corresponding bromonitrile or, for lithium, by deprotonating the parent nitrile with lithium diethylamide. Collectively, high alkylation stereoselectivities correlate with the retentive alkylations of C-metalated nitriles, whereas N-lithiated nitriles alkylate with modest selectivity, reflecting minimal steric differences in the corresponding axial and equatorial electrophile trajectories. 相似文献
8.
Iron-catalyzed direct reduction of allylic halides with benzylic alcohol was achieved,providing a new,simple,and efficient method for conducting highly regioselective hydrodehalogenation.This method not only features a readily available reductant,an inexpensive catalyst,simple manipulation,and good tolerance of functional groups including nitriles,nitro,esters,and methoxyl groups,it also has mild reaction conditions and shows complete regioselectivity in that only halides sited at the allylic position are reduced.Alternatively,this method can be applied in the selective transformation of benzylic alcohols to aromatic aldehydes without overoxidation to carboxylic acids. 相似文献
9.
A new TfOH-mediated reaction of ynamides with nitriles as nucleophiles has been developed. The reaction works efficiently under mild reaction conditions to afford a new class of α-acylaminoenamides readily via the intermediacy of keteniminium ion. The reaction displays generality and a broad substrates scope. Additionally, the α-acylaminoenamides could be transformed to highly substituted pyridine, 4-aminopyrimidine or isoquinoline cores. 相似文献
10.
A method to obtain (Z)-beta,gamma-unsaturated nitriles in high or good yields and with moderate or high stereoselectivity is described. The products were achieved through the photoinduced metalation of 3-acetoxy-4-chloronitriles with SmI2. The starting compounds were readily prepared, and a mechanism is proposed to explain this stereoselective beta-elimination reaction. 相似文献
11.
Chloroazirines ionise readily but the derived azacyclopropenium ions cannot be observed directly; attempted conversion to biazirines gives the pyrazine and pyrimidine and reaction with azide ion leads to alkynes and nitriles via labile azidoazirines. 相似文献
12.
By screening the copper catalysts, ligands, and the reaction conditions, a simple CuCl/DMEDA/TEMPO catalyst system readily available from commercial sources is developed for a direct and selective synthesis of the useful nitriles by an aerobic oxidation reaction of primary amines using air as an advantageous oxidant under mild conditions. 相似文献
13.
[reaction--see text] Chelation between gamma-hydroxy unsaturated nitriles and Grignard reagents promotes an otherwise difficult anionic conjugate addition reaction. The intermediate chelate is readily generated by deprotonation with t-BuMgCl followed by the addition of a second Grignard reagent that triggers an intramolecular conjugate addition. Structurally diverse Grignard reagents add with equal efficiency, providing an intermediate anion that stereoselectively alkylates BnBr in an overall addition-alkylation reaction. 相似文献
14.
M. B. Madhusudana Reddy 《合成通讯》2013,43(14):2081-2085
An easy access to various 5-aryl-1H-tetrazoles by a one-pot direct conversion of aldehydes to tetrazoles without the isolation of the intermediate nitriles using commercially available iodine as a catalyst is described. The protocol offers advantages in terms of good yields, mild reaction conditions, short reaction times, and use of readily available environmentally compatible catalyst. 相似文献
15.
Pan F Chen JM Zhuang Z Fang YZ Zhang SX Liao WW 《Organic & biomolecular chemistry》2012,10(11):2214-2217
The first tertiary amine-catalyzed multicomponent tandem Strecker-allylic-alkylation (SAA) reaction has been developed, which provides a facile access to functionalized α-amino nitriles, which could be readily converted into α-methylene-γ-butyrolactams. 相似文献
16.
《Tetrahedron letters》2019,60(30):1964-1966
A convenient and efficient method for the synthesis of 2-substituted benzothiazoles from simple and readily available 2-amino thiophenols and nitriles is described. The Brønsted acid-catalyzed cyclization reaction was performed under metal and solvent-free conditions. 相似文献
17.
Two new palladium-catalyzed procedures for the arylation of nitriles under less basic conditions than previously reported have been developed. The selective monoarylation of acetonitrile and primary nitriles has been achieved using alpha-silyl nitriles in the presence of ZnF2. This procedure is compatible with a variety of functional groups, including cyano, keto, nitro, and ester groups, on the aryl bromide. The arylation of secondary nitriles occurred in high yield by conducting reactions with zinc cyanoalkyl reagents. These reaction conditions tolerated base-sensitive functional groups, such as ketones and esters. The combination of these two methods, one with alpha-silyl nitriles and one with zinc cyanoalkyl reagents, provides a catalytic route to a variety of benzylic nitriles, which have not only biological significance but utility as synthetic intermediates. The utility of these new coupling reactions has been demonstrated by a synthesis of verapamil, a clinically used drug for the treatment of heart disease, by a three-step route from commercial materials that allows convenient variation of the aryl group. 相似文献
18.
[reaction: see text] Alkyl/aryl amidoximes, prepared from the corresponding nitriles and N-alkylhydroxylamines, have readily undergone consecutive Michael additions to electron-deficient alkynes and provided highly substituted 1,2,4-oxadiazolines in good yields in homogeneous aqueous solution. 相似文献
19.
A one-pot multicomponent synthesis of a novel class of cyanophenylamino-acetamides through the conversion of primary amides to the corresponding nitriles, starting from simple and readily available inputs including 2-aminobenzamide, an aldehyde, and an isocyanide in the presence of p-toluenesulfonic acid as a catalyst, in excellent yields at room temperature in ethanol as a green reaction medium is described. 相似文献
20.
Ln[N(SiMe3)2]3‐Catalyzed Cross‐Diinsertion of CN/CC into an NH Bond: Facile Synthesis of 1,2,4‐Trisubstituted Imidazoles from Propargylamines and Nitriles
下载免费PDF全文
![点击此处可从《Chemistry (Weinheim an der Bergstrasse, Germany)》网站下载免费的PDF全文](/ch/ext_images/free.gif)
Longcheng Hong Yinlin Shao Lixin Zhang Prof. Dr. Xigeng Zhou 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(28):8551-8555
A lanthanide‐catalyzed sequential insertion of C?N and C?C into an N?H bond is presented. The convenient reaction, which proceeds under mild conditions, is an efficient method for preparing 1,2,4‐trisubstituted imidazoles directly from readily available propargylamines and nitriles. 相似文献