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1.
A one-pot procedure for the conversion of mono-substituted arenes and heteroarenes into the ortho-cyano derivatives was achieved through directed lithiation followed by electrophilic cyanation with phenyl cyanate. This reaction method proved to be applicable to halogen-lithium exchanged intermediates, so especially useful for the synthesis of benzonitriles. The scope of the reaction sequence was explored using a number of substrates. 相似文献
2.
Akira Watanabe 《Tetrahedron letters》2004,45(33):6229-6233
Oxovanadium(V)(salen) complex 4 was found to catalyze Meerwein-Ponndorf-Verley cyanation of aliphatic aldehydes with good to high enantioselectivity. This cyanation showed a positive nonlinear effect. 相似文献
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4.
Batool Akhlaghinia 《Phosphorus, sulfur, and silicon and the related elements》2013,188(9):1783-1786
Tetrahydropyranyl ethers were converted to their corresponding alkyl cyanides efficiently by using the triphenylphosphine/ 2,3-dichloro-5,6-dicyanobenoquinone/n-Bu 4 NCN system in refluxing acetonitrile with good-to-excellent yields. 相似文献
5.
A new copper and silver‐mediated cyanation of aryl iodides with DDQ as a cyanide source is achieved, providing nitriles with good yields. This new approach represents a safe method leading to aryl nitriles. 相似文献
6.
A new method for the preparation of 3-amino-2-quinoxalinecarbonitrile ( 1 ) was studied. A successful condensation reaction between bromomalononitrile and o-phenylenediamine in the presence of Lewis acid catalyst (AlCl3) was achieved to produce compound 1 . 相似文献
7.
《合成通讯》2013,43(8):1377-1382
Abstract An improved three‐steps method for the conversion of N‐benzyl (S)‐3‐hydroxypyrrolidin‐2‐one 6 to (2S,3S)‐3‐hydroxyproline 1 is reported. The key step is the reductive cyanation of 6. The synthesis of 1 constitutes a formal asymmetric synthesis of (2S,3S)‐3‐hydroxyproline betaines 2. 相似文献
8.
Jordan De Jesus Silva Niccolò Bartalucci Benson Jelier Samantha Grosslight Tobias Gensch Claas Schünemann Bernd Müller Paul C. J. Kamer Christophe Copéret Matthew S. Sigman Antonio Togni 《Helvetica chimica acta》2021,104(12):e2100200
A synthetic method for the palladium-catalyzed cyanation of aryl boronic acids using bench stable and non-toxic N-cyanosuccinimide has been developed. High-throughput experimentation facilitated the screen of 90 different ligands and the resultant statistical data analysis identified that ligand σ-donation, π-acidity and sterics are key drivers that govern yield. Categorization into three ligand groups – monophosphines, bisphosphines and miscellaneous – was performed before the analysis. For the monophosphines, the yield of the reaction increases for strong σ-donating, weak π-accepting ligands, with flexible pendant substituents. For the bisphosphines, the yield predominantly correlates with ligand lability. The applicability of the designed reaction to a wider substrate scope was investigated, showing good functional group tolerance in particular with boronic acids bearing electron-withdrawing substituents. This work outlines the development of a novel reaction, coupled with a fast and efficient workflow to gain understanding of the optimal ligand properties for the design of improved palladium cross-coupling catalysts. 相似文献
9.
Magnesium Complexes as Highly Effective Catalysts for Conjugate Cyanation of α,β‐Unsaturated Amides and Ketones
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Jinlong Zhang Xihong Liu Prof. Rui Wang 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(17):4911-4915
Asymmetric cyanation of trimethylsilyl cyanide (TMSCN) with α,β‐unsaturated amides and ketones, respectively, catalyzed by bifunctional mononuclear 1,1′‐bi‐2‐naphthol (BINOL)–Mg and binuclear bis(prophenol)–Mg catalysts was realized. A series of synthetically important 1,4‐cyano products were obtained with good to high enantioselectivities (up to 97 % ee). 相似文献
10.
Guoyu Zhang Song Zhou Dr. Liang Fu Dr. Pinhong Chen Prof. Yibiao Li Prof. Dr. Jianping Zou Prof. Dr. Guosheng Liu 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2020,132(46):20619-20624
The first copper-catalyzed asymmetric cyanation and etherification reactions of enamides have been established, where a carbon-centered radical adjacent to a nitrogen atom (CRAN) is enantioselectively trapped by a chiral copper(II) species. Moreover, the asymmetric cyanation of vinyl esters was disclosed as well. These reactions feature very mild reaction conditions and high functional group tolerance, and give a series of chiral α-cyano amides, α-cyano esters and α-hemiaminals in good yields with excellent enantioselectivity. The chiral α-cyano amides can be easily converted into enantioenriched 1,2-diamines and amino acids. 相似文献