scholarly journals Copper-catalyzed oxidative benzylic C(sp3)–H amination: direct synthesis of benzylic carbamates

2020 ◽  
Vol 56 (85) ◽  
pp. 13013-13016
Author(s):  
Shuai Liu ◽  
Raphaël Achou ◽  
Coline Boulanger ◽  
Govind Pawar ◽  
Nivesh Kumar ◽  
...  

A Cu(i)–diimine ligand combined with a N–F source allows the C–H abstraction and incorporation of a carbamate functional group in the hydrocarbons at the benzylic position.

2021 ◽  
Vol 19 (35) ◽  
pp. 7701-7705
Author(s):  
Chuanliu Yin ◽  
Tianshuo Zhong ◽  
Xiangyun Zheng ◽  
Lianghao Li ◽  
Jian Zhou ◽  
...  

An Rh(iii)-catalyzed annulation of phthalazinones and various allenes was developed, leading to the formation of indazole derivatives. This catalytic system exhibits excellent functional group tolerance and atom economy.


2011 ◽  
Vol 7 ◽  
pp. 1198-1204 ◽  
Author(s):  
Michel Chiarucci ◽  
Mirko Locritani ◽  
Gianpiero Cera ◽  
Marco Bandini

Gold(I)-N-heterocyclic carbene (NHC) complexes proved to be a reliable catalytic system for the direct synthesis of functionalized γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with primary alcohols. Good isolated chemical yields were obtained for a range of malonyl and acetate derivatives. The good performance in reagent-grade solvents and the functional group/moisture tolerance make this catalytic process a promising route for the synthesis of architecturally complex polycyclic structures.


Author(s):  
Chuanliu Yin ◽  
Lianghao Li ◽  
Chuanming Yu

Direct synthesis of isocoumarin skeletons has been realized through Rh(III)-Catalyzed [3 + 3] annulation of sulfoxonium ylides and iodonium carbenes. The synthetic protocol constructed efficiently with the broad functional group...


2021 ◽  
Author(s):  
Ramesh Rasappan ◽  
Revathi Chandrasekaran ◽  
Feba Thomas Pulikkottil ◽  
Krishna Suresh

The increased synthetic utility of organosilanes motivates researchers to develop a milder and more practical synthetic methods. Silylzinc reagents, which are typically the most functional group tolerant, are notoriously difficult to synthesize because they are obtained by a pyrophoric reaction of silyllithium, particularly Me3 SiLi itself prepared by the reaction of MeLi and disilane. Furthermore, the dissolved LiCl in silylzinc may have a detrimental effect. A synthetic method that can avoid silyllithium and involves a direct synthesis of silylzinc reagents from silyl halides is arguably the simplest and economical strategy. We describe for the first time, the direct synthesis of PhMe2 SiZnI and Me3 SiZnI reagents by employing a coordinating TMEDA ligand, as well as single crystal XRD structures. Importantly, they can be obtained as solid and stored for longer periods of time. We demonstrate their significance in cross-coupling of various free alkyl/aryl/alkenyl carboxylic acids with broader functional group tolerance and API derivatives. The general applicability and efficiency of solid Me3 SiZnI are shown in a wide variety of reactions including alkylation, arylation, allylation, 1,4-addition, acylation and more.


2022 ◽  
Author(s):  
Qian Shang ◽  
Haifang Tang ◽  
Yongping Liu ◽  
MingMing Yin ◽  
Lebin Su ◽  
...  

Selective condensation/bicycloaromatization of two different arylalkynes is firstly developed under ligand-free copper(i)-catalysis, which allows the direct synthesis of C–N axial biaryl compounds in high yields with excellent selectivity and functional group tolerance.


Synlett ◽  
2019 ◽  
Vol 30 (03) ◽  
pp. 319-324 ◽  
Author(s):  
Zhaozhan Wang ◽  
Tao Song ◽  
Yong Yang

A one-pot direct synthesis of a wide range of biologically active benzimidazoles through coupling of phenylenediamines and aldehydes catalyzed by a highly recyclable nonnoble cobalt nanocomposite was developed. A broad set of benzimidazoles can be efficiently synthesized in high yields and with good functional-group tolerance under additive- and oxidant-free mild conditions. The catalyst can be easily recycled for successive uses, and the process permits gram-scale syntheses of benzimidazoles.


2021 ◽  
Author(s):  
Xueting Wan ◽  
Jian Jiang ◽  
Yanyan Tu ◽  
Siyuan Xu ◽  
Jing Li ◽  
...  

The cascade coupling of ROP and CP enables the facile synthesis of high functional group content biodegradable polyesters.


2015 ◽  
Vol 21 (3) ◽  
pp. 159-163 ◽  
Author(s):  
T.A. Jenifer Vijay ◽  
Nagarakere C. Sandhya ◽  
C.S. Pavankumar ◽  
Kanchugarakoppal S. Rangappa ◽  
Kempegowda Mantelingu

AbstractAn efficient ligand- and catalyst-free intramolecular S-arylation leading to the direct synthesis of indalothiochromen-4-ones from simple dithioesters under mild conditions has been developed. This method is particularly noteworthy given its experimental simplicity, high generality, and good functional group toleration.


2020 ◽  
Vol 11 (3) ◽  
pp. 206-212
Author(s):  
Thalishetti Krishna ◽  
Eppakayala Laxminarayana ◽  
Dipak Kalita

A facile and highly efficient FeF3-catalyzed method has been developed for the direct synthesis of functionalized dihydropyrimidines from readily available starting materials via Biginelli reaction. These reactions proceed at low-catalyst loadings with high functional group tolerance under mild conditions. This method provides efficient reusability of the catalyst and good to excellent yields of the products, making the protocol more attractive, economical, and environmentally benign. FeF3 is an attractive catalyst for the Biginelli reaction because of its high acidity, thermal stability and water tolerance.


2020 ◽  
Author(s):  
Eric Falk ◽  
Szabolcs Makai ◽  
Tristan Delcaillau ◽  
Laura Gürtler ◽  
Bill Morandi

<p>Secondary and tertiary alkylamines are privileged substance classes which are often found in pharmaceuticals and other biologically active small molecules. Herein, we report their direct synthesis from alkenes through an aminative difunctionalization reaction enabled by iron catalysis. A family of nine novel hydroxylamine-derived aminating reagents was designed for the installation of several medicinally relevant amine groups, such as methylamine, morpholine and piperazine, through the aminochlorination of alkenes. The methodology displays an excellent functional group tolerance, and a broad scope of alkenes was converted to the corresponding products, including several drug-like molecules. Besides aminochlorination, the installation of other functionalities through aminoazidation, aminohydroxylation and even intramolecular carboamination reactions, is demonstrated, further highlighting the broad potential of these new reagents for the discovery of novel amination reactions.</p>


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